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Siesta Key, Florida Vacation Rentals: Beachfront Homes, Luxury Condos, & More

Siesta Key, Florida Vacation Rentals: Beachfront Homes, Luxury Condos, & More

Escape to paradise and immerse yourself in the laid-back charm of Siesta Key, Florida, where azure waters and endless sunsets create the perfect backdrop for an extraordinary getaway. From comfortable beachfront condos to upscale Siesta Key luxury rentals, bnbfinder offers a curated selection of properties to elevate your stay. At any of our meticulously managed Siesta Key beachfront rentals, you can enjoy popular amenities such as WiFi, fully-equipped kitchens, washer/dryer facilities, and direct access to crystal-clear waters - blending sophistication with comfort to provide the perfect home base for your oceanfront retreat.

4

2

10

$393.00 - $786.00

Siesta Key, FL 34242, USA

Welcome to The Palms Cottage, a charming retreat nestled in the prestigious neighborhood of Palm Island on Siesta Key! As you step inside the home, you'll find a well-equipped kitchen complete with a regular and Keurig coffee maker, dishwasher, and all the necessary kitchen essentials. Prepare your favorite meals with ease and convenience, or brew a fresh cup of coffee to kick-start your day of exploration and relaxation. The Palms Cottage features 4 inviting bedrooms and 2 full bathrooms, providing ample space for up to 10 guests. The sleeping arrangements include two king beds, a queen bed, two twin beds, and a queen sofa sleeper, all equipped with quality linens for a restful night's sleep. To enhance your comfort and convenience, The Palms Cottage provides a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. Additionally, home essentials such as dish soap, dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes are also provided. Just outside the home, discover the expansive outdoor screened-in dining and lounge area. This spacious patio is perfect for enjoying meals in the warm island breeze or simply unwinding with a book and a refreshing drink. Experience the ultimate convenience of our screened enclosure, allowing you to unwind and savor the outdoors without the hassle of bothersome insects! For those looking for a little more fun, take a dip in the large private heated pool and spa. Whether you're seeking a leisurely swim or a soothing soak in the spa, this oasis of relaxation is yours to enjoy throughout your stay. Just a short 8-minute walk will lead you to the renowned Siesta Key Beach, where you can soak up the sun, swim in the crystal-clear waters, and create unforgettable beach memories. For those beach outings, you'll find beach towels, chairs, a cooler, and a caddy available, ensuring you have everything you need for a perfect day at the shore. The vibrant Siesta Key Village is also within easy reach, only a 15-minute walk away, offering an array of local dining, shopping, and entertainment options. Whether you're seeking relaxation, adventure, or a mix of both, this delightful retreat promises to make your vacation truly memorable and enjoyable. The Palms Cottage can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Twin Bed (2) - Sleeps: 2 • Bedroom # 4: Queen Bed (1) - Sleeps: 2 • Living Room: Queen Sofa Sleeper (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

2

2

6

$255.00 - $647.44

Siesta Key, FL 34242, USA

Welcome to Lantana, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacation home offers two bedrooms and two full bathrooms, making it the perfect choice for small families or groups alike. Lantana features a shared heated pool and lounging area, creating a serene outdoor oasis for relaxation and enjoyment. The shared screened-in lanai by the pool also provides the perfect setting for those looking for some shade amidst the heat of the Florida sun. Whether you're sunbathing, reading a book, or simply enjoying the company of your loved ones, this tranquil space is sure to enhance your vacation experience. Situated in Siesta Key Village, this vacation home offers convenience and easy access to the vibrant energy of the area. Within a mere three-minute walk, you'll find yourself on the world-renowned Siesta Key Beach, known for its powdery white sands and breathtaking sunsets. Lantana features two bedrooms, both located on the ground level of the duplex, ensuring ample space and comfort for everyone. With two king beds and one queen sleeper sofa, this home comfortably accommodates up to 6 guests. We provide all linens, making your stay hassle-free and enjoyable. Lantana is the epitome of comfort, convenience, and luxury on Siesta Key. Whether you're seeking a spacious gathering spot for a special occasion or a retreat for a memorable family vacation, this unique property has it all. Book your stay at Lantana today and experience Siesta Key like a local. Lantana can accommodate up to 6 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). This unit is located on the first floor of the property, accessible by door in front of the property. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

4

4

12

$450.00 - $1,100.00

Siesta Key, FL 34242, USA

Welcome to The Sun Dial, your very own tropical paradise nestled on the water's edge! Step inside this magnificent home and discover a world of luxury and tranquility. The layout of The Sun Dial is thoughtfully designed to maximize both privacy and togetherness. With four bedrooms and four bathrooms, each guest can enjoy their own private space. This home offers a variety of sleeping arrangements to accommodate up to 12 guests comfortably. There are three king beds, ensuring a restful night's sleep for everyone. Additionally, there is a twin bunk bed and a queen sofa sleeper available. All necessary linens are provided, allowing you to settle in and relax from the moment you arrive. The top-level master bedroom is true haven on its own. With its generous size and thoughtful layout, it provides a private retreat within the home. As you enter the master bedroom, you'll be captivated by the abundance of space and the tranquil atmosphere. In the corner, you’ll find a kitchenette, featuring a wine cooler, sink, and coffee maker. It offers the perfect space for storing refreshments and preparing light snacks, ensuring that you have everything you need right at your fingertips.The room then opens up to a spacious balcony with outdoor seating, offering stunning water views. The open floor plan downstairs seamlessly connects the living, dining, and kitchen areas, creating a cohesive and inviting atmosphere for gatherings and quality time with loved ones. Step outside into the backyard of The Sun Dial and enter your very own tropical oasis. The expansive outdoor area features a large private heated pool, inviting you to take a refreshing dip and soak up the Florida sunshine. As you explore further, you'll discover the unique sun dial, adding a touch of charm and whimsy to the space. Relax in the comfortable lounge area, where you can unwind with a good book or sip a cocktail while enjoying the tranquil canal views. For those seeking adventure, take advantage of the canal access and embark on a kayaking expedition using the 2 kayaks provided, allowing you to explore the waterways and admire the natural beauty of the surroundings. Nestled in an ideal location, The Sun Dial offers convenient proximity to the vibrant Siesta Key Village, less than 2 miles away. Explore the charming shops, indulge in delectable dining options, and experience the lively atmosphere of this coastal town. Just a 1 mile walk will lead you to the world-renowned Siesta Key Beach, where you can sink your toes into its powdery white sands, bask in the warm Gulf waters, and witness breathtaking sunsets that paint the sky in a kaleidoscope of colors. The Sun Dial can accommodate up to 12 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 + Twin Bunk Bed (1) - Sleeps: 2 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

3

3

8

$275.00 - $1,068.75

Siesta Key, FL 34242, USA

Welcome to Endless Views, a luxurious 3 bedroom 3 bathroom vacation rental located in the heart of Siesta Key, Florida. This stunning property is just a 3 minute walk away from the world-famous Siesta Key Beach, and is conveniently located within walking distance to Siesta Key Village, where you can find a variety of local shops, restaurants, and nightlife. As soon as you arrive at Endless Views, you'll be captivated by the breathtaking panoramic views of Siesta Key Beach from the rooftop balcony. The outdoor dining area is the perfect place to relax while taking in the stunning scenery. Whether you're watching the sunrise over the ocean, or gazing at the stars at night, the views from the rooftop balcony are truly unforgettable. Inside, the property is just as impressive, with a spacious and coastal interior that is sure to make you feel right at home. The living area features comfortable seating and large windows that allow plenty of natural light to flood the space. The fully equipped kitchen includes high-end appliances and everything you need to prepare delicious meals for your family and friends. Endless Views can accommodate up to 8 guests with its 3 bedrooms and 3 bathrooms. Each bedroom is beautifully decorated with its own unique style. The master bedroom features a king-sized bed and an en-suite bathroom with a luxurious soaking tub. One of the standout features of this property is the four-level elevator, which provides easy access to all floors and the rooftop balcony. You'll never have to worry about carrying heavy suitcases up the stairs or struggling to get to the top of the property. Overall, Endless Views is the perfect vacation rental for anyone looking for a luxurious and unforgettable experience in Siesta Key. With its stunning views, spacious interior, and convenient location, you'll never want to leave this paradise. Endless Views can accommodate up to 8 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Common Space: Rollaway Twin Bed (2) - Sleeps 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to a private backyard area along with the right side of the building. Contact us directly for more information regarding any shared space for this vacation home.

4

3

8

$375.00 - $750.00

Siesta Key, FL 34242, USA

Welcome to Siesta Key's "Hidden Treasure," a delightful retreat where tranquility and relaxation await. With its main 2 bedroom 2 bathroom residence and attached 2 bedroom 1 bathroom mother-in-law suite, this charming abode offers a spacious and versatile layout. Inside the main living quarters, you'll be greeted by a bright and cheerful atmosphere that sets the tone for your Siesta Key getaway. The master bedroom offers a peaceful retreat, while the additional bedrooms in the main residence and guest quarters provide ample space for everyone to unwind. With 2 king beds, 1 queen bed, and 2 twin beds, Hidden Treasure comfortably accommodates up to 8 guests. Linens are provided for your convenience. In addition to the living spaces, the home provides essential amenities such as a regular and Keurig coffee maker, dishwasher, washer and dryer, and kitchen essentials, ensuring a seamless and comfortable stay. As you step through the sliding glass doors to the outdoor patio, you will enter a backyard oasis that includes a private heated saltwater pool, hot tub, outdoor dining, sun deck, and the entrance to the mother-in-law-suite.The screened-in courtyard is a haven for outdoor living, providing ample space for relaxing poolside, grilling, or dining in the gorgeous island weather. Bask in the warm sun on the elevated sun deck, where you can sip your favorite cocktail while enjoying breathtaking sunset views. Hidden Treasure is ideally situated, offering easy access to all the wonders of Siesta Key. Just minutes away, you'll find the pristine white quartz sands of Siesta Key Beach, inviting you to sink your toes into its soft, powdery shores. Take a leisurely stroll or a scenic bike ride to the charming Siesta Key Village, where you'll discover a delightful array of dining, shopping, and entertainment options. Escape to paradise and create lasting memories at Siesta Key's "Hidden Treasure." Whether you're lounging by the pool, exploring the nearby beach and village, or simply enjoying quality time with your loved ones, this delightful home offers everything you need for a truly enchanting vacation. Hidden Treasure can accommodate up to 8 guest with a bedding configuration as follows: Main Cottage: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: Queen Bed (1) - Sleeps: 2 Private, Guest Quarters: • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: Twin Beds (2) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

6

6

24

$1,050.00 - $3,000.00

Siesta Key, FL 34242, USA

Welcome to CJs on Siesta, the perfect destination for large families and groups seeking an unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm. CJ's on Siesta consists of 6 recently renovated private units, providing flexibility for groups of all sizes. Whether you choose to rent the entire property or individual units in the duplex, you'll have plenty of space to relax and unwind. With 6 bedrooms and 6 baths, this property comfortably accommodates up to 24 guests, making it ideal for family reunions or corporate retreats! Each unit features comfortable sleeping arrangements, including 6 king beds and 6 modular sleeper sofas, all equipped with high-quality linens for a restful night's sleep. The units are thoughtfully designed and newly furnished, creating a fresh and inviting atmosphere that feels like a home away from home. For your convenience, CJ's on Siesta provides essential amenities to enhance your stay. Each unit is equipped with regular coffee makers, ensuring you can enjoy your favorite brew every morning. A community washer and dryer is available, allowing you to pack light and take care of laundry during your stay. To ensure your stay is even more hassle-free, a starter pack of toiletry essentials is included, featuring shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. Additionally, a starter pack of home essentials is provided, including dish soap, a dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes. When it's time to hit the beach, CJ's on Siesta has you covered. Beach towels, chairs, a cooler, and a caddy are provided, making it easy to enjoy the sun, sand, and surf. After a day of beach fun, you can fire up the gas grill and have a barbecue in the outdoor area. Surrounded by a private spacious outdoor recreational area, outdoor dining, outdoor loungers, and a hammock, you'll have everything you need to relax and unwind in paradise. And with Siesta Key Beach just a stone's throw away, and Siesta Key Village less than 500 feet from your doorstep, you'll have immediate access to the crystal-clear waters and a variety of local dining and shopping options. We understand that pets are part of the family. That's why we welcome one dog weighing up to 25 pounds for an additional fee, ensuring that everyone can enjoy a memorable vacation! Live life like a local at CJ's on Siesta. Book your stay today and create unforgettable memories in this beachside oasis. CJ's on Siesta can accommodate up to 24 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 • Bedroom # 4: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 • Bedroom # 5: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 • Bedroom # 6: King Bed (1) - Sleeps: 2 • Extra: Modular Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This group of 6 bedrooms is made up of 1 bedroom units, where the second floor is accessible by stairs on both sides of the property. There is parking for a total of 6 cars at this unit.

3

2

8

$350.00 - $643.00

Siesta Key, FL 34242, USA

Escape to Coral Breeze, a charming vacation home located on the picturesque island of Siesta Key. With its prime location and array of exceptional amenities, this pet-friendly retreat is the perfect destination for your tropical getaway. As you enter Coral Breeze, you'll find a thoughtfully designed space featuring an open layout of the living room and kitchen, allowing for seamless entertainment. This home offers 3 bedrooms and 2.5 bathrooms, including a master bedroom for added privacy. Comfortably accommodating up to 8 guests, the sleeping arrangements include a king bed, a queen bed, two twin beds, and a queen sofa sleeper. All linens are provided, ensuring a restful night's sleep. Coral Breeze comes fully equipped with modern amenities to enhance your stay. You'll find regular and Keurig coffee makers, a dishwasher, a washer and dryer, and all the kitchen essentials you need for preparing meals. A starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes, is included for your convenience. A starter pack of home essentials, such as dish soap, dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is also provided. For those who need to catch up on work or want to create a dedicated workspace, a desk and work area are available. Additionally, the sunroom provides a serene retreat where you can relax, read a book, or simply enjoy the natural light streaming in. As you step outside to the backyard, you’ll be greeted by a spacious private heated pool and hot tub, inviting you to relax and rejuvenate in the warmth of the Florida sun. The outdoor dining and lounge area is perfect for enjoying meals under the open sky or simply unwinding with a refreshing drink. Fire up the gas grill and indulge in a barbecue feast, taking full advantage of the gorgeous island weather. Convenience is key, and Coral Breeze offers easy access to the vibrant Siesta Key Village, just a short 15-minute walk away. Explore the quaint shops, savor delectable cuisine at local restaurants, and immerse yourself in the island's lively atmosphere. And when it's time to sink your toes into the pristine sands of Siesta Key Beach, you'll find it less than 1.5 miles from your doorstep. Pack your bags, bring your furry friend (1 dog up to 25lbs), and experience the perfect blend of comfort and convenience at Coral Breeze on Siesta Key. Book now and create unforgettable memories in this coastal haven. Coral Breeze can accommodate up to 8 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: Twin Bed (2) - Sleeps: 2 • Bedroom # 3: Queen Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

4

3

12

$475.00 - $1,800.00

Siesta Key, FL 34242, USA

Welcome to Casa Ohana, a stunning vacation home that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway. Located just a two-minute walk from the world-renowned Siesta Key Beach, you'll have easy access to its powdery white sands and glistening turquoise waters. Spend your days indulging in beach activities, from sunbathing and swimming to building sandcastles and taking leisurely walks along the shore. With four spacious bedrooms and three full baths, Casa Ohana comfortably accommodates up to 12 guests. Each bedroom is elegantly furnished, featuring three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers. Linens are provided, ensuring a restful night's sleep and ultimate convenience. To enhance your stay, a starter pack of toiletry essentials is included, featuring shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. Additionally, a starter pack of home essentials such as dish soap, dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes ensures a hassle-free experience. Located off of each living room, Casa Ohana offers an expansive balconies with gorgeous views overlooking the pool area. This spot provides ample seating and is perfect for enjoying your morning coffee or catching up on your latest read. Convenience is paramount at Casa Ohana, as it features a private elevator that provide easy access to all floors. Additionally, the presence of a full kitchen ensures that meal preparation and entertaining are a breeze. Whether you're cooking up a feast or simply enjoying a casual meal, this well-equipped kitchen can cater to all of your culinary needs. Outside, Casa Ohana features a large private heated pool, where you can take a refreshing dip or simply lounge poolside while basking in the warm Florida sun. Adjacent to the pool is a private cabana room, providing a secluded oasis where you can retreat and relax in privacy. Complete with an outdoor refrigerator, you can keep your favorite beverages and snacks within arm's reach as you savor the tropical ambiance. For those who prefer the beach, rest assured that beach towels, chairs, a cooler, and a convenient caddy are provided, ensuring you have everything you need for a perfect day by the water. Experience the best of Siesta Key at Casa Ohana. Paradise awaits! Casa Ohana can accommodate up to 12 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1 • Bedroom # 2: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: Queen Bed (1) - Sleeps: 2 • Extra: Queen Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor which is only garage spaces (2), the right backyard and pool area, along with the entire 2nd floor of the 3 story building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

3

3

10

$425.00 - $1,575.00

Siesta Key, FL 34242, USA

Welcome to Latitude Adjustment, your ultimate waterfront retreat on the beautiful island of Siesta Key! Prepare to be enchanted by the beauty of this captivating home, combining stunning canal and an unbeatable location, ensuring an unforgettable stay for every guest. Upon arrival, you'll be greeted by the breathtaking scenery surrounding Latitude Adjustment. With its prime location right on the canal, you'll enjoy the mesmerizing water views from several levels throughout the home. This luxurious villa features three spacious bedrooms, including two master bedrooms, and three full baths, ensuring ample space and comfort for up to ten guests. The thoughtfully curated bedrooms feature two king beds, two full beds, and one queen sleeper sofa in the living room, all outfitted with high-quality linens for a restful night's sleep. We understand that your comfort is of utmost importance, which is why we provide a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. Additionally, a starter pack of home essentials is included, featuring dish soap, a dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes. As you make your way through the home, you'll discover the attention to detail that sets Latitude Adjustment apart. Indulge in the coastal ambiance as you relax on the two spacious balconies, furnished with comfortable seating areas. Take in the breathtaking views, enjoy a morning coffee, or unwind with a glass of wine while the sun sets over the sparkling waters. For your convenience, a three-story elevator grants easy access to all floors, ensuring that every part of this stunning home is readily available. Additionally, with a private two-car garage, you'll have peace of mind knowing your vehicles are secure. Outside, explore the canals of Siesta Key with the provided kayaks, perfect for a leisurely paddle or a thrilling adventure. For a relaxing afternoon, take advantage of the fishing dock access and try your luck at catching some local fish. With just an 8-minute walk to Siesta Key Village, you'll have easy access to a vibrant collection of shops, restaurants, and entertainment options. And for those seeking sun, sand, and surf, Siesta Key Beach is just a quick 2-minute walk away, offering pristine white sands and crystal-clear waters. We've got you covered with beach towels, chairs, a cooler, and a caddy, so you can fully enjoy your time in the sun and sand. After a day of adventure, cool off in the private heated pool, where you can take refreshing dips and bask in the Florida sunshine. This secluded oasis offers a serene setting for relaxation and rejuvenation. Come and experience Latitude Adjustment, where you can unwind, recharge, and indulge in the beauty of Siesta Key. Book your stay now and create unforgettable memories in this waterfront haven. Latitude Adjustment can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Bed (2) - Sleeps: 4 • Living Room: Queen Sofa Sleeper - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to a private backyard area along with the right side of the building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home. 

3

2

6

$300.00 - $1,237.50

Siesta Key, FL 34242, USA

Welcome to Siesta Sunset, a breathtaking beachfront home located right on the pristine shores of Siesta Key Beach. This gorgeous condo not only offers direct beach access but also stunning panoramic views of the Gulf of Mexico, ensuring your island getaway is nothing less than spectacular! As you step inside Siesta Sunset, you'll be greeted by the magnificent beach views that can be enjoyed from three different rooms, allowing you to soak in the beauty of the coastline throughout your stay. The spacious balcony offers a prime vantage point for witnessing breathtaking sunsets and provides a comfortable lounge space where you can relax and unwind while being mesmerized by the tranquil Gulf views. Siesta Sunset features three bedrooms and two full baths, including a master bedroom for added privacy and comfort. With two king beds, one queen bed, and one twin bed, this home comfortably accommodates up to six guests. Linens are provided, ensuring a cozy and restful night's sleep for everyone. For your convenience, Siesta Sunset offers a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. A starter pack of home essentials, such as dish soap, a dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is also provided. Beach towels, chairs, a cooler, and a caddy are available in the bottom-level storage space, ensuring you have everything you need for a day at the beach. And if you're in the mood for a delicious BBQ, a gas grill is conveniently located on the side of the building. The amenities at Siesta Sunset cater to your every need. Two private carports provide convenient parking options, and free WiFi and four HDTVs keep you connected and entertained throughout your stay. The gourmet kitchen includes regular and Keurig coffee makers, a dishwasher, a washer and dryer, and all the kitchen essentials you need to prepare meals with ease. A pellet ice maker adds a special touch, providing cool refreshments for those warm beach days. The kitchen effortlessly merges with the adjoining living room and dining area creating an open concept design. This allows you to enjoy breathtaking views of the water while seated comfortably in the heart of the home. With Siesta Key Beach just steps away, you have the convenience of easily accessing the soft powdery sands, crystal-clear waters, and endless beach activities. Spend your days sunbathing, building sandcastles, or taking refreshing dips in the ocean. The direct beach access ensures that you can fully embrace the beach lifestyle and enjoy the soothing sound of the waves throughout your stay. Located less than 0.5 miles from Siesta Key Village, Siesta Sunset offers the perfect balance between beachfront tranquility and the vibrant energy of the village. Explore the charming shops, indulge in delectable dining options, and immerse yourself in the local culture. Whether you're seeking a lively nightlife scene or a leisurely stroll through the village, the close proximity makes it convenient to experience all that Siesta Key has to offer. Indulge in the ultimate beachfront experience at Siesta Sunset, where stunning sunsets, direct beach access, and a prime location combine to create an unforgettable vacation. Book your stay today and experience the best of Siesta Key! Siesta Sunset can accommodate up to 6 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) • Bedroom # 2: King Bed (1) • Bedroom # 3: Queen Bed (1) & Twin bed (1) We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the 1st floor covered parking area labeled "PH". This unit is a 3rd floor unit with no elevator; however, if you need assistance bringing large items up the stairs, let us know and our team would be happy to assist! Contact us directly for more information regarding any shared space for this vacation home.

6

6

20

$850.00 - $2,158.12

Siesta Key, FL 34242, USA

Welcome to The Hummingbird, a one-of-a-kind private retreat located directly in the heart of Siesta Key Village! This unique vacation home offers six bedrooms and six full bathrooms, making it the perfect choice for large families or groups alike. The Hummingbird is a unique combination of four units: Lantana, Mimosa, Plumbago, and Vinca. You have the option to rent each separately or reserve the entire property for an exclusive and spacious stay. When you book The Hummingbird as a whole, you'll have the luxury of your very own private heated pool and lounging area, creating a serene outdoor oasis for relaxation and enjoyment. The private screened-in lanai by the pool also provides the perfect setting for those looking for some shade amidst the heat of the Florida sun. Whether you're sunbathing, reading a book, or simply enjoying the company of your loved ones, this tranquil space is sure to enhance your vacation experience. Situated in Siesta Key Village, this vacation home offers convenience and easy access to the vibrant energy of the area. Within a mere three-minute walk, you'll find yourself on the world-renowned Siesta Key Beach, known for its powdery white sands and breathtaking sunsets. The Hummingbird features six bedrooms, including four master bedrooms, ensuring ample space and comfort for everyone. With six king beds and four queen sleeper sofas, this home comfortably accommodates up to 20 guests. We provide all linens, making your stay hassle-free and enjoyable. You'll find three balcony spaces where you can unwind and soak in the tropical ambiance, as well as four full kitchens that are fully equipped with everything you need to prepare delicious home cooked meals. The Hummingbird is the epitome of comfort, convenience, and luxury on Siesta Key. Whether you're seeking a spacious gathering spot for a special occasion or a retreat for a memorable family vacation, this unique property has it all. Book your stay at The Hummingbird today and experience Siesta Key like a local. The Hummingbird can accommodate up to 20 guests with a bedding configuration as follows: Lantana: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 Mimosa: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 Plumbago: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 Vinca: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Living Room: Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: This pool is heated from November 15th to April 15th.

6

4

22

$800.00 - $2,500.00

Siesta Key, FL 34242, USA

Welcome to Beach Dream, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while being just steps away from the crystal-clear waters at Siesta Key Beach. This home is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the tranquility of the Florida Gulf Coast! Upon entering the home, you'll be greeted by the bright and airy living areas, complete with comfortable seating and large windows that let in plenty of natural light. The open-concept design flows seamlessly into the dining area, perfect for gathering with family and friends for a meal. The open living areas are elegantly decorated in a modern style, with chic, comfortable furnishings and high-end finishes. Both all-white kitchens feature stainless steel appliances, including a large fridge, oven, microwave, and dishwasher, and are fully equipped with all the necessary cookware, utensils, and tableware. The large islands provide ample space for meal preparation, and there's plenty of seating at the adjacent dining tables, making it a perfect spot for family and friends to gather and socialize. This spacious home features 6 bedrooms, including 2 master bedrooms, making it ideal for large families or groups. The bedrooms offer comfortable sleeping arrangements, with 4 king beds, 3 full over full bunk beds, and 1 full bed, accommodating up to 22 guests. For added convenience, Beach Dream features  2 private elevators, making it easy to move between floors with ease.  The highlight of this vacation rental is the rooftop lookout. Head up to the private rooftop balcony, where you can enjoy the unbeatable views of Siesta Key Beach. It's the perfect spot to catch a stunning sunset or simply relax with a glass of wine in hand. Location is key, and this vacation rental does not disappoint. It's just a 2-minute walk to the world-renowned Siesta Key Beach, known for its powdery white sand and turquoise waters. And if you're in the mood for some shopping, dining, and entertainment, Siesta Key Village is just a 12-minute walk away, offering a vibrant atmosphere with a variety of shops, restaurants, and nightlife options. With all of these amenities at your disposal, you'll never want to leave this little slice of paradise. So come and experience the ultimate vacation at Beach Dream, where luxury and comfort come together to create a truly unforgettable experience! Beach Dream can accommodate up to 22 guests with a bedding configuration as follows: Crystal Sands: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Over Full Bunk Bed (1) & Full Bed (1) - Sleeps: 6 Silver Shore: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Over Full Bunk Beds (2) - Sleeps: 8 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: This pool is heated from November 15th to April 15th.

3

2

12

$415.00 - $1,312.50

Siesta Key, FL 34242, USA

Welcome to Silver Shore, the ultimate vacation rental home for those who want to indulge in luxury and relaxation, while being just steps away from the crystal-clear waters at Siesta Key Beach. This home is the perfect place to escape the hustle and bustle of everyday life and immerse yourself in the tranquility of the Florida Gulf Coast! Upon entering the home, you'll be greeted by the bright and airy living area, complete with comfortable seating and large windows that let in plenty of natural light. The open-concept design flows seamlessly into the dining area, perfect for gathering with family and friends for a meal. The open living area is elegantly decorated in a modern style, with chic, comfortable furnishings and high-end finishes. The all-white kitchen features stainless steel appliances, including a large fridge, oven, microwave, and dishwasher, and is fully equipped with all the necessary cookware, utensils, and tableware. The large island provides ample space for meal preparation, and there's plenty of seating at the adjacent dining table, making it a perfect spot for family and friends to gather and socialize. This spacious unit features 3 bedrooms, offering comfortable sleeping arrangements, with 2 king beds and 2 full over full bunk beds, accommodating up to 12 guests. For added convenience, Silver Shore features a private elevator, making it easy to move between floors with ease.   The highlight of this beach house is the rooftop lookout. Head up to the shared rooftop balcony, where you can enjoy the unbeatable views of Siesta Key Beach. It's the perfect spot to catch a stunning sunset or simply relax with a glass of wine in hand. Location is key, and this vacation rental does not disappoint. It's just a 2-minute walk to the world-renowned Siesta Key Beach, known for its powdery white sand and turquoise waters. And if you're in the mood for some shopping, dining, and entertainment, Siesta Key Village is just a 12-minute walk away, offering a vibrant atmosphere with a variety of shops, restaurants, and nightlife options. With all of these amenities at your disposal, you'll never want to leave this little slice of paradise. So come and experience the ultimate vacation at Silver Shore, where luxury and comfort come together to create a truly unforgettable experience! Silver Shore can accommodate up to 12 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Over Full Bunk Beds (2) - Sleeps: 8 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor garage space (parking on driveway only), the right private backyard and pool area, along with half of the 3rd floor, and the entire 4th floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

3

3

10

$350.00 - $1,375.00

Siesta Key, FL 34242, USA

Welcome to The Key Canal, a stunning vacation home that combines comfort, convenience, and breathtaking views. Located just a 5-minute walk from Siesta Key Village and a quick 2-minute walk to Siesta Key Beach, this property offers the perfect blend of relaxation and proximity to all the action. As you enter The Key Canal, you'll be greeted by updated furnishings and a stylish, modern ambiance. The spacious living area provides ample room for relaxation and socializing, while the fully equipped kitchen has everything you need to prepare delicious meals during your stay. With three bedrooms and three bathrooms, The Key Canal comfortably accommodates up to 10 guests. Rest easy in the king bed, three full beds, or two twin beds, all provided with fresh linens for your comfort. One of the highlights of this home is the incredible outdoor space. Enjoy canal views from the rooftop deck, or unwind on the 2nd and 3rd story balconies, each with their own seating areas. Bask in the sun, savor your morning coffee, or simply take in the breathtaking views of Siesta Key. After a day spent at the beach, cool off and unwind in the private heated pool, perfect for a refreshing swim or lounging poolside with your favorite book. To enhance your comfort, we provide a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. Additionally, a starter pack of home essentials, such as dish soap, dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is included to make your stay as convenient as possible. For another element of added convenience, The Key Canal features elevator access, making it easily accessible for guests of all ages and abilities. The private garage ensures secure parking for your vehicles throughout your stay. Dive into the tropical beauty of Siesta Key and discover all that this incredible destination has to offer. Whether you prefer lounging on the world-famous beach, exploring the vibrant village, or simply enjoying the comforts of your own private heated pool, The Key Canal offers it all. The Key Canal can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom # 1: Full Bed (1) – Sleeps: 2 • Bedroom # 2: King Bed (1) – Sleeps: 2 • Bedroom # 3: Full Beds (2) – Sleeps: 4 • Loft Bonus Room: Twin Beds (2) – Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side the building, along with the private backyard and pool area. Contact us directly for more information regarding any shared space for this vacation home. Please note: The pictured spa that is attached to the pool is not operational and the boat lift pictured is not operational & not for guest use. 

7

6

16

$1,200.00 - $3,250.00

Siesta Key, FL 34242, USA

Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to 16 guests, with 7 bedrooms and 6.5 bathrooms. The backyard is a twinkling mirage, secluded by rows of palms that will have you feeling like you’re thousands of miles away in a tropical resort. The private, heated pool and spa create an oasis of sparkling water, while the pristine putting green and ping pong table ensure hours of entertainment without stepping a foot off the property. Use the stairs or take the private elevator to reach the second floor with a luxurious lounging area, affixed with an array of bedrooms. Twin bunk beds, a jack and jill bathroom, along with queen and king bedrooms with ensuites create an entire floor with a myriad of sleeping arrangements that will create a comfortable night’s sleep for every guest. A luxe wet bar is nestled next to the floor’s balcony access, providing exquisite views of the astounding blue sky and lush greenery, giving you everything you need on one level. Reach the top floor to be greeted by the fresh, open concept living and kitchen area. A sprawling island and 8-seat kitchen table with 6 island barstools promise that there will be plenty of space for your guests, and the gas range will make you feel like a true executive chef. The lavish living room is the perfect spot to relax with loved ones as it boasts plenty of seating options. Open the sliding doors to the wraparound balcony for soaring views 500 feet away to Siesta Key beach. The sounds of the tropics will flood your ears – the flow of the hot tub waterfall below, the hum of cicadas in the distance – and tranquility will soon follow. Three bedrooms, each with their own private bathrooms and nautical decor complete the opulent floor. Tropical Oasis can accommodate up to 16 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps 2 - Private Bathroom 1 • Bedroom # 2: Queen Bed (1) - Sleeps 2 - Private Bathroom 2 • Bedroom # 3: King Bed (1) - Sleeps 2 - Private Bathroom 3 • Bedroom # 4: King Bed (1) - Sleeps 2 - Private Bathroom 4 • Bedroom # 5: King Bed (1) - Sleeps 2 - Private Bathroom 5 • Bedroom # 6: Queen Bed (1) - Sleeps 2 - Share Bathroom 6 • Bedroom # 7: Twin Bunk Beds (2) - Sleeps 4 - Share Bathroom 6 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: This pool is heated from November 15th to April 15th.

3

2

8

$325.00 - $1,237.50

Siesta Key, FL 34242, USA

Welcome to Sea la Vie, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remarkable property can be rented separately or as a whole, known as Siesta Salt Life, allowing you to choose the ideal accommodation to suit your needs. With a shared heated pool, an unbeatable location just a 3-minute walk from Siesta Key Village, and a mere 1-minute walk to the pristine Siesta Key Beach, Sea la Vie is your ultimate gateway to an unforgettable vacation. Featuring 3 bedrooms and 2 full baths, including 1 master bedroom, Sea la Vie provides ample space to comfortably accommodate up to 8 guests. The sleeping arrangements consist of 1 king bed and 3 queen beds, all equipped with high-quality linens to ensure a restful night's sleep. To ensure a seamless start to your vacation, we provide a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. A starter pack of home essentials, such as dish soap, a dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is also included for your convenience. Sea la Vie features a screened-in balcony with cozy lounging furniture, allowing you to enjoy the warm island breeze. This property also offers a full kitchen, equipped with modern appliances, providing you with everything you need to prepare delicious meals during your stay. Stay connected and entertained in the home with free WiFi and 4 HDTVs throughout the property, all equipped with streaming capabilities. Step outside and discover a beautiful outdoor oasis at your fingertips. This expansive area is highlighted by a shared heated pool, plush loungers, and a BBQ area, creating the perfect setting for family gatherings. Additionally, the outdoor shower offers convenient accessibility for refreshing moments after a swim in the pool or a sun-soaked day at the beach. Sea la Vie offers not only an array of amenities but also an unparalleled location. Just a 3-minute walk away, Siesta Key Village invites your to explore with its vibrant atmosphere and array of shops, restaurants, and entertainment. Additionally, Siesta Key Beach, renowned for its world-class powdery white sands and crystal-clear turquoise waters, is only a 1-minute walk away, allowing you to indulge in the beauty of the Gulf Coast. For those beach adventures, we have you covered with beach towels, chairs, a cooler, and a handy caddy to make your trip to the shore effortless and enjoyable. Escape to Sea la Vie and experience the epitome of coastal living! Sea La Vie can accommodate up to 8 guests, with a bedding configuration as follows: • Bedroom 1: King Bed (1) – Sleeps: 2 • Bedroom 2: Queen Bed (1) -Sleeps: 2 • Bedroom 3: Queen Bed (2) – Sleeps 4 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the backyard pool area along with the right side of the building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

3

2

8

$325.00 - $1,237.50

Siesta Key, FL 34242, USA

Welcome to Sea Esta, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remarkable property can be rented separately or as a whole, known as Siesta Salt Life, allowing you to choose the ideal accommodation to suit your needs. With a shared heated pool, an unbeatable location just a 3-minute walk from Siesta Key Village, and a mere 1-minute walk to the pristine Siesta Key Beach, Sea Esta is your ultimate gateway to an unforgettable vacation. Featuring 3 bedrooms and 2 full baths, including 1 master bedroom, Sea Esta provides ample space to comfortably accommodate up to 8 guests. The sleeping arrangements consist of 1 king bed and 3 queen beds, all equipped with high-quality linens to ensure a restful night's sleep. To ensure a seamless start to your vacation, we provide a starter pack of toiletry essentials, including shampoo, conditioner, hand/face soap, body lotion, and makeup wipes. A starter pack of home essentials, such as dish soap, a dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is also included for your convenience. Sea Esta features a screened-in balcony with cozy lounging furniture, allowing you to enjoy the warm island breeze. This property also offers a full kitchen, equipped with modern appliances, providing you with everything you need to prepare delicious meals during your stay. Stay connected and entertained in the home with free WiFi and 4 HDTVs throughout the property, all equipped with streaming capabilities. Step outside and discover a beautiful outdoor oasis at your fingertips. This expansive area is highlighted by a shared heated pool, plush loungers, and a BBQ area, creating the perfect setting for family gatherings. Additionally, the outdoor shower offers convenient accessibility for refreshing moments after a swim in the pool or a sun-soaked day at the beach. Sea Esta offers not only an array of amenities but also an unparalleled location. Just a 3-minute walk away, Siesta Key Village invites your to explore with its vibrant atmosphere and array of shops, restaurants, and entertainment. Additionally, Siesta Key Beach, renowned for its world-class powdery white sands and crystal-clear turquoise waters, is only a 1-minute walk away, allowing you to indulge in the beauty of the Gulf Coast. For those beach adventures, we have you covered with beach towels, chairs, a cooler, and a handy caddy to make your trip to the shore effortless and enjoyable. Escape to Sea Esta and experience the epitome of coastal living! Sea Esta can accommodate up to 8 guests, with a bedding configuration as follows: • Bedroom 1: King Bed (1) – Sleeps: 2 • Bedroom 2: Queen Bed (1) -Sleeps: 2 • Bedroom 3: Queen Bed (2) – Sleeps 4 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the backyard pool area along with the left side of the building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

3

3

8

$425.00 - $1,650.00

Siesta Key, FL 34242, USA

Welcome to Villa Vista Mare, located just steps away from the world-renowned Siesta Key Beach! This 3 bedroom, 3 bathroom condo is the perfect retreat for those seeking a coastal getaway with stunning views of the beach and all the amenities of a luxury vacation rental. As you enter this exquisite vacation rental, you'll be greeted by the spacious open-concept living area, flooded with natural light from the large windows that showcase the breathtaking views of the beach. The living room is beautifully decorated in Florida style, with coastal-themed accents and high-end furnishings, creating a relaxing and inviting atmosphere for your vacation getaway. The fully equipped kitchen is a chef's dream, featuring modern appliances, wood cabinetry, and a large island with seating for four, making it perfect for entertaining. The kitchen also boasts plenty of natural light, creating a bright and airy feel as you prepare meals. The adjacent dining area features a stylish dining table with seating for six, perfect for enjoying meals with family and friends. The three bedrooms are elegantly appointed with comfortable beds, premium linens, and tasteful coastal-themed decor. The master bedroom features a queen-sized bed and en-suite bathroom with a walk-in shower and jetted tub. The second bedroom also offers a queen-sized bed, while the third bedroom features a twin trundle bed, making it ideal for children or additional guests. All bedrooms have ample closet space and flat-screen TVs for your comfort and entertainment. Outside, the semi-private heated pool and outdoor lounging area provides a tranquil oasis for relaxation. Lounge on the comfortable sun chairs, take a refreshing dip in the sparkling pool, or fire up the gas grill for a delicious BBQ meal. The outdoor area is surrounded by a privacy wall, providing a serene setting for your enjoyment. For added convenience, this home offers a two-story private elevator with access to floors 1 & 2, making it easily accessible for all guests. Additionally, the location of this vacation rental is unbeatable, as it is less than 20 feet from Siesta Key Beach, allowing you to simply cross the street and be on the powdery white sands of the beach in seconds. It's also less than 0.7 miles to Siesta Key Village, where you can find an array of shops, restaurants, and entertainment options. Villa Vista Mare offers an unbeatable location, breathtaking views, a semi-private heated pool, and all the amenities you need for an unforgettable getaway. Book your stay today and experience living like a true local! Villa Vista Mare can accommodate up to 8 guests with a bedding configuration as follows: • Bedroom # 1: Queen Bed (1) - Sleeps: 2 • Bedroom # 2: Twin Trundle Bed (1) - Sleeps: 2 • Bedroom # 3: Queen Bed (1) - Sleeps: 2 • Extra: Queen Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the left side of the 1st floor garage spaces (2), along with the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

3

3

10

$300.00 - $1,068.75

Siesta Key, FL 34242, USA

Welcome to Villa Castile, a luxurious retreat located just outside the vibrant Siesta Key Village. This stunning vacation home offers the perfect blend of sophistication and comfort, providing an unforgettable experience for your stay. Whether you're seeking relaxation by the private heated pool, exploring the nearby Siesta Key Village, or taking a leisurely stroll to the pristine Siesta Key Beach, Villa Castile offers everything you need for an exceptional getaway. With its 3 bedrooms and 3 full baths, Villa Castile provides ample space for up to 10 guests. The well-appointed bedrooms feature 2 king beds, 1 queen bed, and a queen sleeper sofa, ensuring a restful night's sleep. Quality linens are provided for your convenience. The interior of Villa Castile exudes elegance and warmth. Relax in the spacious living room, complete with a plush sofa and a cozy fireplace. Stay connected with free WiFi and enjoy your favorite shows on the 4 HDTVs available throughout the home. Prepare delicious meals in the fully equipped kitchen, which includes both a regular and Keurig coffee maker, a dishwasher, and all the essentials you need. When its time to eat, gather around the screened-in outdoor dining space and savor your meals in a tranquil setting. The covered enclosure ensures a bug-free experience, allowing you to fully enjoy the outdoor space. Just down the stairs, the private heated pool invites you to take a refreshing dip or simply lounge poolside and soak up the Florida sun. For those who enjoy grilling, a gas grill is available for your use as well. At Villa Castile, we understand that your furry friend is an important part of your family, which is why we gladly welcome one dog weighing up to 25lbs to join you on your vacation. With our pet-friendly policy and a small fee, you can enjoy the company of your beloved canine companion and create unforgettable memories together. Located just outside of Siesta Key Village, Villa Castile offers the perfect location for experiencing all that Siesta Key has to offer. Siesta Key Village is a vibrant and bustling area known for its charming shops, boutiques, restaurants, and lively nightlife. A short walk from the villa will lead you to this lively hub, where you can immerse yourself in the local culture, dine on delicious cuisine, and indulge in some retail therapy. In addition to the proximity to Siesta Key Village, Villa Castile is also conveniently located just a mile away from the world-renowned Siesta Key Beach. Known for its powdery white sands and crystal-clear turquoise waters, Siesta Key Beach has consistently been ranked among the top beaches in the United States. For your convenience, beach towels, chairs, a cooler, and a caddy are provided, allowing you to make the most of your beach excursions. With such close proximity to both Siesta Key Village and Siesta Key Beach, Villa Castile offers the best of both worlds! Villa Castile can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Queen Bed (2) - Sleeps: 4 • Living Room: Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to a private fenced in backyard pool area along with the right side of the building. When using the pool, the pool jets are not for guest use. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

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$535.00 - $1,200.00

Siesta Key, FL 34242, USA

Welcome to Seas The Day, a truly remarkable waterfront retreat that promises to exceed all your expectations for a perfect vacation on Siesta Key. This magnificent home is nestled directly on the canal, in the prestigious neighborhood of Palm Island, offering breathtaking views of the intracoastal. Step inside and be immediately greeted by an atmosphere of elegance and serenity. The interior spaces are thoughtfully designed to create a sense of openness and tranquility, allowing the natural light to flow through the expansive windows and illuminate every corner of the house. The spacious and airy living areas provide the ideal setting for relaxation, entertainment, and quality time with your loved ones. Seas The Day comfortably accommodates up to 13 guests with its four bedrooms and four bathrooms. The sleeping arrangements include three king beds, one queen bed with twin bunk beds and a trundle, and a queen sofa sleeper. Linens are provided, ensuring a restful night's sleep for everyone. In the master bedroom, enjoy stunning views of the canal right from the comfort of your bed. Directly off of master bedroom is an outdoor balcony, complete with comfortable lounge furniture. Sip your morning coffee while watching the sunrise or unwind in the evenings with a glass of wine as the sun dips below the horizon. It's the perfect spot to immerse yourself in the natural beauty that surrounds you. Indulge in culinary delights in the bright white kitchen, where you'll find state-of-the-art appliances, ample counter space, gorgeous views of the canal, and all the necessary utensils to prepare gourmet meals. The kitchen connects to the living room with an open layout, allowing for seamless entertainment. For those who need to attend to work matters or simply stay connected during their vacation, Seas The Day offers a dedicated office space on the lower level. This well-appointed workspace provides a quiet and comfortable environment, allowing guests to maintain productivity while enjoying the serenity of the surroundings. Equipped with a desk, chair, and reliable high-speed internet access, the office space ensures that you can easily stay connected, catch up on emails, or attend virtual meetings. As you ascend to the top story, you’ll find a the loft that overlooks the living room. This retreat offers both entertainment and relaxation, equipped with cozy lounging space and a collection of board games. When it’s time to venture outside, you'll be greeted by a backyard oasis. The sparkling private heated pool invites you to immerse yourself in its refreshing waters or bask in the warm Florida sun on comfortable loungers. Feel your worries melt away as you soak in the tranquility of your surroundings, surrounded by lush tropical foliage and the soothing sounds of the canal. For those with a passion for boating, this home is a dream come true. With boat dock access and canal access, you can easily explore the captivating waterways and venture out into the Gulf of Mexico. With 2 kayaks provided, discover hidden coves, observe local wildlife, or simply enjoy the tranquility of gliding along the water's surface. The kayaks at Seas The Day provide an exciting and immersive experience that will surely be a highlight of your stay. Just a short 5-minute walk away, you'll discover the pristine shores of Siesta Key Beach. Renowned for its powdery white sands and crystal-clear turquoise waters, this beach is a true tropical paradise. Take leisurely walks along the shoreline or simply relax under the shade of an umbrella. When you're in the mood for a change of pace, a quick stroll of less than 15 minutes will lead you to Siesta Key Village. This vibrant and charming hub offers an array of delightful restaurants, quaint shops, and lively entertainment options. Treat your taste buds to fresh seafood delicacies, browse unique boutiques for souvenirs, or dance the night away at one of the island's popular venues. Siesta Key Village has something for everyone, ensuring an unforgettable experience for all. Seas the Day can accommodate up to 13 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: Queen Bed (1) - Sleeps: 2 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: King Bed (1) - Sleeps: 2 + Bunk Beds with Trundle - Sleeps: 3 • Living Area: Queen Pull-Out Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations. This pool is heated from November 15th to April 15th.

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Explore Vacation Rentals in Siesta Key, Florida

Siesta Key, Florida, offers a variety of vacation rental properties, each contributing to a unique island experience. Luxuriate in one of our Siesta Key beachfront condo rentals, where modern comforts meet breathtaking views of the Gulf of Mexico. For those seeking the quintessential beach experience, Siesta Key beachfront rentals provide direct access to the island's renowned powdery white sands and turquoise waters. Or, indulge in the lap of opulence with Siesta Key luxury rental properties, offering spacious accommodations and upscale amenities. Whether you prefer a charming home on the beach or a sleek modern villa with a private pool, Siesta Key's vacation rental options cater to every taste and desire.


Your Guide to Siesta Key Vacation Rentals

    What to do in Siesta Key, Florida

  • Embrace the vibrant spirit of Siesta Key with natural and cultural activities to suit every taste. Lounge on the world-famous Siesta Key Beach and sink your toes in its powdery quartz sand and turquoise waters. Explore the vibrant, artsy charm of Siesta Village, brimming with eclectic shops, delectable dining, and a bustling nightlife. Unwind on a sunset cruise along the Gulf or delve into water sports like paddleboarding and kayaking. Then, indulge in fresh seafood at waterfront restaurants, savoring the local flavors. Siesta Key promises much more than just a vacation, but a collection of moments and memories that last a lifetime.

     

    Go hiking at Myakka River State Park: Visit one of Florida’s oldest and largest parks to enjoy beautiful hiking trails. The majestic Myakka River flows through 58 square miles of the park, so it’s a great opportunity to enjoy paddleboarding and kayaking or an exciting alligator-spotting boat ride!


    Visit the Marie Selby Botanical Gardens: For a touch of nature, visit this self-proclaimed ‘Living museum’ and marvel at the many rooms full of vegetation, bonsai, butterfly gardens, and outdoor whimsical sculptures.


    Try Kayaking or Paddleboarding: Navigate the scenic, meandering waterways surrounding Siesta Key for a serene and immersive day out on the water.

  • Best Time to Visit Siesta Key, Florida

  • Siesta Key, Florida, beckons visitors year-round with its inviting climate and diverse activities. Spring offers mild temperatures, ideal for beachgoers and outdoor enthusiasts. Summer brings warmer weather and vibrant nightlife, but it's also the busiest season. The crowds begin to dissipate in the Fall, but the weather is still pleasant enough to enjoy the beach. Winter boasts mild weather, making it perfect for a quieter getaway exploring the sights and sounds of the city.

  • The Weather in Siesta Key, Florida

  • Siesta Key, Florida, boasts a tropical climate, ensuring blue skies and sunshine for most of the year. Summers bring high temperatures ranging from 80°F to 95°F (27°C to 35°C), perfect for beach activities. Lightweight clothing, swimsuits, and sun protection are essential. Fall offers slightly cooler temperatures, ranging from 70°F to 85°F (21°C to 29°C), making it pleasant for outdoor adventures. You may need some light layers, especially during the evenings. Winters are relatively mild, with temperatures between 55°F and 75°F (13°C to 24°C). A light jacket or sweater may be needed. Spring sees a gradual warm-up, with temperatures ranging from 65°F to 85°F (18°C to 29°C). Whenever you choose to visit, be sure to pack comfortable, breathable clothing to explore this picturesque destination in the Sunshine State.

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Siesta Key, Florida Vacation Rental FAQs

  • What are the Different Types of Vacation Rentals in Siesta Keys, Florida?

    Siesta Key, Florida, offers a broad spectrum of vacation rentals to cater to every traveler's taste. Siesta Key condo rentals stand out as a popular choice, combining comfort and convenience. These well-appointed units often feature modern amenities, stunning views, and proximity to the island's attractions.

     

    For those craving the soothing sounds of waves and the feel of sand beneath their feet, Siesta Key beachfront rentals are the epitome of coastal living. Imagine stepping directly from your accommodation onto the soft, powdery sands of Siesta Beach, consistently ranked among the world's best.

     

    Discerning travelers seeking the pinnacle of elegance and sophistication can indulge in Siesta Key luxury rental properties. These exclusive residences boast opulent interiors, private pools, and impeccable attention to detail, ensuring a lavish retreat. Meanwhile, Siesta Key rentals on the beach offer a perfect blend of relaxation and recreation. These properties provide a front-row seat to breathtaking sunsets and easy access to the island's vibrant atmosphere.

     

    Whether you prefer the convenience of a condominium, the serenity of a beachfront escape, the luxury of a high-end property, or the best of both worlds with rentals directly on the beach, Siesta Key has the perfect accommodation to enhance your Florida getaway.

  • What type of amenities should I expect when booking a Vacation Rental in Siesta Key, FL?

    When booking a vacation rental in Siesta Key, Florida, anticipate amenities like private pools, beach access, fully equipped kitchens, Wi-Fi, and air conditioning. Enjoy extras such as free parking, outdoor spaces, and proximity to local attractions for an unforgettable stay.

  • How can I get to and around in Siesta Key, Florida?

    Siesta Key is conveniently accessible through Sarasota-Bradenton International Airport (SRQ), just a short drive away. While public transportation options are limited, car rental services are readily available to explore the island and its surroundings conveniently. Ride-sharing services like Uber and Lyft are also popular choices for hassle-free transportation.

  • Are there pet-friendly Siesta Key, FL vacation rentals?

    Yes, there are pet-friendly vacation rentals in Siesta Key, Florida. For specific details and to ensure a seamless stay with your furry friend, we recommend checking with the individual property or rental management for their pet policies and any associated fees.

  • Are there Siesta Key vacation rentals suitable for groups?

    Yes, there are Siesta Key vacation rentals suitable for groups. For specific details, such as the maximum occupancy and amenities, it's advisable to check with the individual property or rental management to ensure a seamless stay.

  • How much do Siesta Key vacation rentals cost?

    Costs vary widely depending on property type, location, and season. Prices can start as low as $100 per night for cozy condos and go up to $500 or more for luxurious siesta key beachfront rentals. This wide range ensures options for all budgets, providing flexibility for an unforgettable stay on this Gulf Coast gem. 

  • How many Siesta Key vacation rentals are available?

    Siesta Key boasts hundreds of vacation rentals, ranging from cozy cottages to luxurious beachfront properties. With such a vast selection, there's a perfect accommodation for everyone's tastes and preferences on this beautiful Florida island.

  • What is the best area to stay when traveling to Siesta Key, Florida?

    The most popular area to stay in Siesta Key is often around Siesta Beach, renowned for its white sand and vibrant atmosphere. However, numerous other enticing options exist, from beachfront rentals to cozy cottages, ensuring a perfect accommodation choice for every visitor's preference.