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Sarasota, Florida Vacation Rentals: Beach House Rentals & More

Sarasota, Florida Vacation Rentals: Beach House Rentals & More

Find the perfect vacation rental for your stay in Sarasota by choosing one of the many beach houses, cabins, cottages, condos, or other types of vacation rentals. Whether you're seeking a charming oceanside cottage for a serene retreat or spacious beach house rental homes for a family gathering, our extensive portfolio assures a match for your taste and requirements. Enjoy popular amenities such as WiFi, beach access, and private pools all meticulously managed to elevate your stay at a vacation rental in Sarasota, Florida. Experience the tranquility and splendor Sarasota has to offer by securing your next vacation with us.

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4

13

$600.00 - $1,700.00

Sarasota, FL, USA

Looking for the perfect tropical hideaway? Welcome to Turtle Bay Hideaway! This spacious and private 4 bedroom 4.5 bathroom vacation home is equipped to anticipate your needs for the ultimate luxurious stay. Located on the South end of Siesta Key, this property offers your very own private beach access on Turtle Beach just 50 yards from the home. From relaxing in the private screened-in heated pool & spa, jamming out to your favorite tunes on the Sonos sound system, catching the game on the outdoor TV, or taking advantage of your private beach access, you will never be bored on your island retreat! Enjoy the shops and restaurants all around the island with no stress with the tip-only trolley that will drop you off anywhere on Beach Road and in the Siesta Key Village! With access to the entire island at the end of your street (a 2 minute walk), you have the privacy of your private home, with the mobility to experience everything Siesta Key has to offer. If you are looking to get the best value for your vacation from April - December, book more than 2 weeks at our beloved home and and automatically receive a discounted rate with the more nights that you book - up to a one month vacation. Ask us about additional discounted rates for multi month stays during April - December. Cross the drawbridge from Sarasota to enter the serene island escape of Siesta Key, Florida! With clear blue gulf waters, Siesta Key’s world-renowned beaches are the perfect spot for wading in the warm, glassy waters or soaking up the sun. When you’re not relaxing on the many miles of beaches, you can head toward the north or south villages for a local meal or a refreshing drink. Whether you are looking to vacation in a quiet suburban neighborhood or are looking to be near all the action, Siesta Key offers access to so many amenities for you and your family to enjoy. Turtle Bay Hideaway can accommodate up to 13 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 (1) - Sleeps: 2 • Bedroom # 4: Twin Bunk Bed (1) - Sleeps: 2 + Twin Trundle Bunk Bed (1) - Sleeps: 3 • Loft: 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! 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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10

$600.00 - $1,912.50

Sarasota, FL, USA

Manatee Cove is a luxurious 4 bedroom, 4 bathroom waterfront vacation rental located in the stunning Lido Key, Florida. With its prime location, this vacation home is just a 30 second walk away from the world-renowned St. Armand's Circle.But that's not all - this vacation rental is also just a 5-minute walk to Lido Key Beach, where you can enjoy the sun, sand, and surf to your heart's content. The interior of the home offers an open layout that highlights the spectacular outdoor amenities. The living area boasts a cozy and comfortable atmosphere, perfect for unwinding after a long day of exploring the surrounding area. You will also find 4 beautifully appointed bedrooms, each with its own private bathroom. Each bedroom is designed with the utmost comfort in mind, featuring high-quality linens and plush bedding. Outside, Manatee Cove offers a plethora of amenities to make guests feel like royalty. The private heated pool is the perfect spot to relax and take a refreshing dip, while the fire pit offers a cozy setting for evening gatherings. The outdoor bar area and dining area provide the perfect setting for entertaining guests while taking in the beautiful waterfront views. Manatee Cove is the epitome of luxury waterfront living. Its unbeatable location, beautiful interior design, and stunning exterior amenities make it the perfect vacation rental for families, friends, or couples looking to enjoy the ultimate Florida getaway. Manatee Cove 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: Bunk Beds (2) - Sleeps: 4 • Bedroom # 4: Queen Beds (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 property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00101. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. This pool is heated from November 15th to April 15th.

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3

10

$300.00 - $1,100.00

Sarasota, FL, USA

Escape to Casita Morning Star, a magnificent retreat that offers nothing but luxury and relaxation. This coastal villa can be rented separately or as a whole as The Solaster, providing you with the flexibility to choose the perfect accommodation for your vacation. With its prime location just a short drive from Siesta Key Village and Siesta Key Beach, a quick 3-minute walk to Crescent Beach and Point of Rocks, and a stroll from Crescent Village, this haven is perfectly situated to make the most of your time on Siesta Key. As you enter Casita Morning Star, you will be captivated by the coastal ambiance and attention to detail. The property offers a spacious screened-in front porch, providing a serene spot to relax, unwind, and enjoy the warm Florida breeze. With 3 bedrooms and 3 full baths, including 2 king beds, 1 full bed, and 1 queen sofa sleeper, Casita Morning Star comfortably accommodates up to 10 guests, ensuring that everyone has a restful night's sleep. Linens are provided for your convenience. Stay connected and entertained with free WiFi and 4 HDTVs strategically placed throughout the property. This unit features a full kitchen, thoughtfully designed and completely equipped, providing ample space and all the necessary amenities for culinary creations. Additionally, a gas grill is available at the rear of the property, allowing you to indulge in delicious barbecues. Outside, a sparkling private heated pools await you. The pool is surrounded by a fence and lush landscape, ensuring the utmost privacy during your stay. For added convenience, an umbrella is provided, allowing you to relax in the shade and enjoy the poolside ambiance in comfort. At Casita Morning Star, we truly understand that your furry friend is an important member of your family. That's why we happily welcome one dog weighing up to 25 pounds to join you on your vacation. Discover the best of Southern Siesta Key, where paradise awaits! Casita Morning Star 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 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 backyard and pool area along with access to the home from Midnight Pass Rd. 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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24

$800.00 - $2,700.00

Sarasota, FL, USA

Welcome to The Abalone, a gorgeous vacation home located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere. The Abalone is the perfect vacation rental for those seeking luxury and convenience. With two private heated pools, guests can unwind and relax in style. The second and third-story balconies offer breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail. The location is ideal for those who want to explore the local area. It's less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away. The Abalone is designed to cater to guests' every need. The property features two private cabana rooms, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. Outdoor refrigerators and dining areas are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool.  This vacation home offers eight bedrooms and six full bathrooms, offering ample space for up to 24 guests. The sleeping arrangements consist of six king beds, two queen beds, two queen sofa sleepers, and four twin chair sofa sleepers, all with linens provided for your convenience. The Abalone is also equipped with two full kitchens and all of the amenities needed to prepare a delicious at home meal. The 3-story private elevators provide easy access to the 1st, 2nd, and 3rd floors, ensuring guests can move around the property with ease. For added convenience and peace of mind, the property also features two private garages, with a total capacity of four cars. This ensures that guests have ample space to park their vehicles, with added security and protection. With stunning decor, ample amenities, and easy access to local attractions, The Abalone is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key! The Abalone can accommodate up to 24 guests (12 in each unit) with a bedding configuration as follows: Casa Eulimia: ● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 ● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 ● Bedroom # 3: King Bed (1) - Sleeps: 2 ● Bedroom # 4: Queen Bed (1) - Sleeps: 2 ● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2 Casa Junonia: ● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 ● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 ● Bedroom # 3: King Bed (1) - Sleeps: 2 ● Bedroom # 4: Queen Bed (1) - Sleeps: 2 ● Living Room: 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! PLEASE NOTE: This pool is heated from November 15th to April 15th.

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3

12

$400.00 - $1,350.00

Sarasota, FL, USA

Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house offers an unparalleled experience for large groups seeking both privacy and space. With 4 bedrooms and 3 full baths, it is the perfect choice for family reunions, group getaways, or special celebrations. Casa Stolida is equipped with a gourmet kitchen, allowing you to cook up a storm using top-of-the-line appliances. The spacious balcony located directly next to the kitchen offers additional seating areas, perfect for a morning cup of coffee or evening cocktail while taking in the breathtaking views of the lush landscape. With 3 king beds, 1 queen bed, 1 queen sofa sleeper, and 2 twin chair sofa sleepers, this home can comfortably accommodate up to 12 guests. Linens are provided, so you can pack light and focus on enjoying your tropical getaway. Travel between floors with ease thanks to the 2-story private elevator, providing direct access to the home. And best of all, this rental is pet friendly, so your furry friends can enjoy your vacation time with you. Casa Stolida offers a spacious private heated pool, allowing you to take a refreshing dip at any time of day. Additionally, this home includes a private cabana room, perfect for escaping the midday sun or enjoying a little extra privacy. The cabana room is complete with an outdoor refrigerator, dining table, and HDTV. Less than a mile away is the bustling Crescent Village, where you can find all the shopping, dining, and entertainment you could ask for. For those who prefer a more secluded beach experience, Casa Stolida is just a three-minute walk from the serene Crescent Beach and Point of Rocks, where you can enjoy the beauty of the Gulf of Mexico in relative peace and quiet. Book your stay today at Casa Stolida and prepare to be swept away by the beauty and tranquility of this tropical paradise. Casa Stolida can accommodate up 12 guests, with a bedding configuration as follows: • Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 3: King Bed (1) - Sleeps: 2 • Bedroom 4: Queen Bed (1) - Sleeps: 2 • Living Room: 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.

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8

$275.00 - $900.00

Sarasota, FL, USA

Welcome to Hemingway House, a charming retreat located on the northern end of Siesta Key. This delightful home offers a perfect blend of comfort and convenience, ensuring an unforgettable vacation experience. Just a short 5-minute walk will lead you to the serene shores of Shell Beach, where you can soak up the sun and revel in the tranquility of the Gulf Coast. For those seeking more excitement, the world-renowned Siesta Key Beach is only 2 miles away, offering pristine white sands and turquoise waters. As you step into the space, you’ll find that Hemingway House offers three bedrooms, two full baths, and one half bath, providing ample space for up to 8 guests. The comfortable sleeping arrangements include a king bed, queen bed, full bed, and a sleeper sofa, ensuring a restful night's sleep for everyone. Linens are provided for your convenience. The well-equipped kitchen features modern amenities such as a regular coffee maker, dishwasher, and a GE Cafe refrigerator with a built-in Keurig coffeemaker, allowing you to savor your favorite brews with ease. A starter pack of toiletry essentials and home essentials is provided, ensuring a seamless transition into your vacation home. Located just off of the spacious living room, relax in the screen-covered lanai, where you can enjoy the gentle breeze and outdoor ambiance. In the backyard, the spacious, uncovered outdoor lounge area invites you to unwind. Not only does this area include ample seating and outdoor dining, but it also features a custom brick pizza oven that is perfect for culinary enthusiasts. Additionally, on the side of the home, an outdoor shower provides a refreshing retreat after a day of beach adventures. Prepare to be delighted by the upcoming addition of a private heated pool, coming fall of 2023, where you can take refreshing dips and unwind in the warm embrace of the water. With its prime location, comfortable accommodations, and enticing amenities, Hemingway House invites you to experience the best of Siesta Key. Whether you're exploring the nearby beaches, lounging by the pool, or taking advantage of the custom brick pizza oven, this charming home ensures a memorable and relaxing escape. Hemingway House 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: Full Bed (1) - Sleeps: 2 • Common Space: 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: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00099. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 8 guests.

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14

$475.00 - $1,100.00

Sarasota, FL, USA

Welcome to Sandpiper Cottage, a vibrant and colorful oasis that promises an unforgettable stay on Siesta Key. This delightful home features an array of amenities both inside and outside, ensuring a truly enjoyable vacation experience. Step inside Sandpiper Cottage you’ll see that the home offers a seamless flow between the kitchen, living room, and dining area, creating the perfect space for entertaining and spending quality time with loved ones. The open-concept design allows for easy interaction and a sense of togetherness. The spacious kitchen is fully equipped with a regular and Keurig coffee maker, a dishwasher, stainless steal appliances, and all the kitchen essentials you need to prepare delicious meals. The living room is thoughtfully furnished with comfortable seating, inviting you to relax and unwind. Whether you're watching your favorite shows on the HDTV or engaging in lively conversations, the open layout ensures that everyone can be a part of the fun. The main house features 4 bedrooms and 3.5 full bathrooms, providing ample space for up to 10 guests. With two king beds, one queen bed, two twin beds, and one queen sofa sleepers, there's plenty of sleeping options for everyone, ensuring a restful night's sleep. All linens are provided, so you can simply relax and unwind. Sandpiper Cottage also offers a dedicated workspace with a desk, providing a quiet and comfortable area for guests to attend to any work or personal tasks. Whether you're a remote worker, a student, or simply need a space to catch up on emails or plan your day's activities, this designated work area offers the convenience and functionality you need. Just outside of the home, ascend up the spiral staircase to find the extra private living quarters. This separate living space provides added privacy and tranquility. The guest quarters include 1 bedroom with a king bed and queen sleeper sofa, sleeping an added 4 guests. This ensures a comfortable stay for those who prefer a little more seclusion. Step out onto the attached balcony and indulge in a serene lounge area, where you can enjoy your morning coffee or bask in the breathtaking views. The vibrant atmosphere of Sandpiper Cottage extends to its outdoor spaces. A large private heated pool awaits you, providing the perfect place to cool off and soak up the Florida sun. The pool is conveniently located on the side of the home, offering privacy and easy access from the main living areas. At night, take a dip and watch the pool change colors with the dazzling pool lights! Located just a 12-minute walk away from Crescent Village across the South Bridge, Sandpiper Cottage offers an unbeatable location just off of Siesta Key. For beach enthusiasts, the home is a mere 15-minute walk from Crescent Beach. Known for its powdery white sands and crystal-clear waters, this world-renowned beach offers the perfect backdrop for sunbathing, swimming, or simply enjoying breathtaking sunsets. Sandpiper Cottage goes the extra mile to enhance your beach experience. Beach towels, chairs, a cooler, and a caddy are provided, allowing you to easily transport your beach essentials to the nearby Crescent Beach. Sandpiper Cottage can accommodate up to 14 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 (1) – Sleeps: 2 ● Bedroom # 4: Twin Bed (2) – Sleeps: 2 ● Bedroom # 5: King Bed (1) – Sleeps: 2 + Sleeper Sofa (2) – Sleeps: 2 ● Living Room: Queen Sleeper (1) – Sleeps: 2 *Please Note: Bedroom 5 is located in an attached loft style suite adjacent to the main villa 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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3

10

$300.00 - $1,100.00

Sarasota, FL, USA

Escape to Casita Sun Star, a magnificent retreat that offers nothing but luxury and relaxation. This coastal villa can be rented separately or as a whole as The Solaster, providing you with the flexibility to choose the perfect accommodation for your vacation. With its prime location just a short drive from Siesta Key Village and Siesta Key Beach, a quick 3-minute walk to Crescent Beach and Point of Rocks, and a stroll from Crescent Village, this haven is perfectly situated to make the most of your time on Siesta Key. As you enter Casita Sun Star, you will be captivated by the coastal ambiance and attention to detail. The property offers a spacious screened-in front porch, providing a serene spot to relax, unwind, and enjoy the warm Florida breeze. With 3 bedrooms and 3 full baths, including 2 king beds, 1 full bed, and 1 queen sofa sleeper, Casita Sun Star comfortably accommodates up to 10 guests, ensuring that everyone has a restful night's sleep. Linens are provided for your convenience. Stay connected and entertained with free WiFi and 4 HDTVs strategically placed throughout the property. This unit features a full kitchen, thoughtfully designed and completely equipped, providing ample space and all the necessary amenities for culinary creations. Additionally, a gas grill is available at the rear of the property, allowing you to indulge in delicious barbecues. Outside, a sparkling private heated pools await you. The pool is surrounded by a fence and lush landscape, ensuring the utmost privacy during your stay. For added convenience, an umbrella is provided, allowing you to relax in the shade and enjoy the poolside ambiance in comfort. At Casita Sun Star, we truly understand that your furry friend is an important member of your family. That's why we happily welcome one dog weighing up to 25 pounds to join you on your vacation. Discover the best of Southern Siesta Key, where paradise awaits! Casita Sun Star 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 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 backyard and pool area along with access to the home from Crescent St. 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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3

10

$500.00 - $1,406.25

Sarasota, FL, USA

Welcome to Casa Leone, a luxurious home nestled on the northern end of Siesta Key. This exquisite property offers an array of amenities and comforts to ensure a memorable and relaxing stay. As you ascend up the stairs to the main level of the home, you will be greeted by a spacious and elegantly decorated living room with plush sofas to catch up on your latest show on the generously sized HTDV. Adjacent is the dining area and kitchen. The kitchen is well-equipped with a regular and Keurig coffee maker, a dishwasher, and all essential kitchen supplies needed. Start your day with a fresh cup of coffee, effortlessly prepare meals, and enjoy the comforts of a true home away from home. Casa Leone features 4 inviting bedrooms and 3 full baths, accommodating up to 10 guests. With a king bed, three queen beds, and a bunk bed featuring two twin beds, restful nights are ensured. Linens are thoughtfully provided for your convenience. Inside the master bedroom is a spacious uncovered balcony. As you breathe in the fresh coastal air, you'll feel a sense of tranquility wash over you. With ample space to relax and unwind, the balcony offers a private outdoor sanctuary where you can escape the hustle and bustle of daily life. Step outside into the outdoor lounge area, where you'll find a private heated pool & spa, a putting green, a delightful dining area, and comfortable pool chairs. Whether you're honing your golf skills, savoring a delicious meal under the stars, or simply soaking up the serene ambiance, this space promises cherished moments. Situated less than 0.6 miles away, Shell Beach awaits your discovery, inviting you to indulge in the pristine sandy shores and breathtaking views. The renowned Siesta Key Village and Beach are also within easy reach, just under 3 miles away, offering a vibrant atmosphere, dining options, and endless entertainment. For your convenience, a golf cart is included at no additional charge, allowing you to effortlessly explore the beautiful surroundings. Please note that an additional signed agreement is required for the golf cart usage. Discover the epitome of comfort and convenience at Casa Leone, a remarkable home that promises an unforgettable stay on Siesta Key's northern end. Casa Leone can accommodate up to 10 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 (1) - Sleeps: 2 + Bunk Bed - Twin Bed (2) - Sleeps: 2 • Bedroom # 4: Queen Bed (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 property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00008. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. This pool is heated from November 15th to April 15th.

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3

10

$375.00 - $1,250.00

Sarasota, FL, USA

Welcome to Casamigos, a rare upscale jewel in a sea of vacation rentals. This beautiful, newly furnished 4 Bedroom (all King Beds) /3BA home offers an exceptional vacation experience for your family and friends. It begins with lavish tropical landscaping (Malaysian and Areca Palms, Bougainvillea) and lighting as you enter a large paver driveway. As you enter the home, you’ll quickly notice the 12 foot ceilings in every room and an expansive, open feeling. Columns, arches and a West Indies decor quickly lull you into the tropics. You’ll find every bedroom offers a King size bed, 55” wall mounted flat screen TVs, walk in closets, seating areas, fans, high ceilings, great decor and more. An expansive living room with plenty of seating overlooks a huge wall mounted flat screen TV while triple sliders open the living room up to the screened private pool and spa combination; heated of course! The enormous gourmet kitchen offers both a bar counter and another dining area, with everything imaginable including microwave, wine cooler, Keurig coffee maker, KitchenAid refrigerator/freezer with ice maker, convection oven, air fryer, panini maker, and a Tommy Bahama dining set for more formal dinners. An extremely well equipped kitchen awaits you! Just off the kitchen, step outside to the covered lanai by the private pool and enjoy an elevated bar table for outside snacking and poolside drinks. Walk outside the screened opening into the west courtyard to the “Tres Amigos Bar” at Casamigos, a 10-seat authentic tiki bar with full size beer coolers, 60” TV, Super Fan and everything necessary to enjoy your private bar! It’s located in a private walled courtyard filled with red bougainvillea, potted flowers, lush Areca palms and loads of hibiscus flowers. The courtyard can be accessed from the pool area for grilling or from the garage and a private gate/walkway. You’ll find the courtyard is very private and great for sun bathing with polywood loungers and plenty of rockers. The entire courtyard is surrounded by trees but offers plenty of sun in both the morning and afternoon. The bar offers shade, music/tv and shelter from an occasional shower. One of the best attributes of Casamigos is its location. Siesta Key is an 8-mile long island with villages on both ends and the main beach in the middle. A short drive down Siesta Drive & Midnight Pass Road brings you to the beautiful main beach on Siesta Key. Plenty of parking allows you to bring your beach equipment and enjoy the white, soft sand that Siesta Key Beach is famous for. Additionally, you're within walking distance of twenty or more great restaurants, two blocks from Publix grocery store, and easy access to downtown Sarasota, Lido Key and so many of the attractions our area has to offer.You’ll love the convenience of this location for access to all that Siesta Key and Sarasota offers.  Paradise awaits! Casamigos can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: King Bed (1) - Sleeps: 2 + Twin Roll Away Bed - Sleeps 1 - Total: Sleeps 3 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.

4

3

14

$400.00 - $1,350.00

Sarasota, FL, USA

Welcome to Casa Coquina, a hidden gem located on the Southern end of Siesta Key. As you enter the property, the open layout kitchen and living room welcomes you with its coastal decor and abundance of natural light streaming in from the windows next to the kitchen. The balcony located adjacent to the kitchen overlooks the pool area, offering stunning views of the crystal-clear waters. The lush landscaping in the backyard provides a serene and tranquil environment, perfect for relaxation and unwinding. The property features a spacious private heated pool, inviting you to take a refreshing swim or soak up the sun on the comfortable lounge chairs. Enjoy breathtaking pool views from the third story balcony, perfect for sipping your morning coffee or catching a beautiful sunset. Casa Coquina offers four luxurious bedrooms and three full baths, providing ample space for up to 12 guests. The bedrooms feature two king beds, two queen beds, two full beds, and one queen sofa sleeper, all with linens provided. For added convenience, the property features a private elevator with access to the 1st and 3rd floors, making it easy to move around the property. With a fully equipped kitchen, meal preparation is a breeze, and you can enjoy all the comforts of home. Casa Coquina is conveniently located less than a mile from Crescent Village, where you can explore an array of dining and shopping options. With a less than 2-minute walk, you can reach Crescent Beach and Point of Rocks, popular spots for beach lovers. Siesta Key Village and Siesta Key Beach are just a short drive away, offering endless activities and entertainment options for all ages. The property features a private cabana room, perfect for those who prefer a little more privacy. An outdoor refrigerator is available, ensuring your drinks are always cold, and outdoor dining and lounge areas allow you to indulge in a barbecue or host gatherings with loved ones. At Casa Coquina, we are committed to ensuring your stay is comfortable and memorable. Book your stay today and experience the ultimate luxury vacation on Siesta Key! Casa Coquina can accommodate up to 14 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 ● Bedroom 4: Full 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 the left side of the 1st floor which is only garage spaces (2), the left backyard and pool area, along with the entire 3rd 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.

6

6

20

$600.00 - $2,200.00

Sarasota, FL, USA

Escape to The Solaster, a magnificent retreat that offers nothing but luxury and relaxation. This coastal villa can be rented as a whole or separately as Casita Morning Star and Casita Sun Star, providing you with the flexibility to choose the perfect accommodation for your vacation. Featuring not just one, but two private heated pools, The Solaster promises an unparalleled experience. With its prime location just a short drive from Siesta Key Village and Siesta Key Beach, a quick 3-minute walk to Crescent Beach and Point of Rocks, and a stroll from Crescent Village, this haven is perfectly situated to make the most of your time on Siesta Key. As you enter The Solaster, you will be captivated by the coastal ambiance and attention to detail. The property offers two screened-in front porches, providing a serene spot to relax, unwind, and enjoy the warm Florida breeze. With 6 bedrooms and 6 full baths, including 4 king beds, 2 full beds, and 2 queen sofa sleepers, The Solaster comfortably accommodates up to 20 guests, ensuring that everyone has a restful night's sleep. Linens are provided for your convenience. Stay connected and entertained with free WiFi and 8 HDTVs strategically placed throughout the property. Each unit features a full kitchen, both thoughtfully designed and fully equipped, providing ample space and all the necessary amenities for culinary creations. Additionally, two gas grills are available at the rear of the property, allowing you to indulge in delicious barbecues. Outside, two private heated pools await you. These sparkling pools are each surrounded by a fence and lush landscape, ensuring the utmost privacy during your stay. For added convenience, umbrellas are provided, allowing you to relax in the shade and enjoy the poolside ambiance in comfort. At The Solaster, we truly understand that your furry friend is an important member of your family. That's why we happily welcome one dog weighing up to 25 pounds to join you on your vacation. Discover the best of Southern Siesta Key, where paradise awaits! The Solaster can accommodate up to 20 guests with a bedding configuration as follows: Casita Morning Star: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Bed (2) - Sleeps: 4 • Living Room: Queen Sleeper Sofa (1) - Sleeps: 2 Casita Sun Star: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: King Bed (1) - Sleeps: 2 • Bedroom # 3: Full Bed (2) - Sleeps: 4 • Living Room: 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! PLEASE NOTE: This pool is heated from November 15th to April 15th.

4

3

12

$400.00 - $1,350.00

Sarasota, FL, USA

Welcome to Casa Eulimia, a gorgeous vacation home located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere. Casa Eulimia is the perfect vacation rental for those seeking luxury and convenience. With a luxurious private heated pool, guests can unwind and relax in style. The 3rd story balcony offers breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail. The location is ideal for those who want to explore the local area. It's less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away. Casa Eulimia is designed to cater to guests' every need. The property features a private cabana room, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. An outdoor refrigerator and dining area are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool.  This vacation home offers four bedrooms and three full bathrooms, offering ample space for up to 12 guests. The sleeping arrangements consist of three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers, all with linens provided for your convenience. Casa Eulimia is also equipped with a full kitchen and all of the amenities needed to prepare a delicious at home meal. The private elevator offers easy access to the unit, ensuring guests can move around the property with ease. For added convenience and peace of mind, the property also features a private garage, with a total capacity of two cars. This ensures that guests have ample space to park their vehicles, with added security and protection. With stunning decor, ample amenities, and easy access to local attractions, Casa Eulimia is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key! Casa Eulimia can accommodate up to 12 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: Queen Bed (1) - Sleeps: 2 • Living Room: 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 which is only garage spaces (2), the left backyard and pool area, along with the entire 3rd 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.

4

4

10

$650.00 - $2,812.50

Sarasota, FL, USA

Welcome to The Pearl on the Bay, a breathtaking waterfront property that promises an unparalleled vacation experience. Nestled just off Siesta Key, this exquisite home offers stunning water views and is situated in the prestigious San Remo neighborhood. Prepare to be captivated by the sheer beauty and tranquility that awaits you. Inside, you'll find a thoughtfully designed and fully equipped home. Stay connected with free WiFi and enjoy entertainment with five HD smart TVs. The kitchen is a chef's dream, featuring top-of-the-line Wolf and Subzero appliances. Additionally, a regular and Keurig coffee maker, dishwasher, and kitchen essentials are provided for your convenience. This remarkable property features four bedrooms, each designed to provide ultimate comfort and privacy. All four bedrooms are master bedrooms, ensuring a restful night's sleep. With three king beds and two queen beds, accommodating a total of 10 guests, you'll find ample space and luxury. Linens are provided for your convenience, allowing you to relax and settle in effortlessly. Upon arrival, you'll find 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, dish sponge, dishwasher tablets, laundry tablets, and cleaning wipes, is also included for your ease and comfort. As you step into the backyard, you'll discover your very own tropical oasis. Immerse yourself in the luxurious amenities and embrace the lush landscaping surrounding the property. The expansive private heated pool and spa invite you to unwind and relax while enjoying the breathtaking views of the intracoastal. Lounge on the plush poolside furniture, take a refreshing dip, or soak in the warmth of the spa, allowing the stresses of everyday life to melt away. The fishing dock with underwater lights is perfect for those looking for a little action amidst all of the relaxation (you might even get the chance to see the adorable manatees that gracefully pass by!). With 1 kayak and 2 paddle boards provided, you’re able to explore the nearby waters, creating unforgettable moments on the Gulf Coast. Enjoy a home cooked meal at the outdoor dining space or relax and watch the palm trees sway on the hammock located at the spacious covered deck. This outdoor space provides the perfect vantage point for taking in the captivating scenery. Follow the spiral stair case connected to the covered outdoor deck up to the crow’s nest, where you’ll find yet another space to take in the unforgettable views of the intracoastal. After a day of fun in the sun, gather around the outdoor fire table with comfortable seating, creating a cozy ambiance for evenings spent under the stars. Pearl on the Bay offers a seamless blend of luxury, comfort, and natural beauty. Experience a vacation like no other as you immerse yourself in the stunning waterfront surroundings and create cherished memories that will last a lifetime. The Pearl on The Bay 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: King Bed (1) - sleeps: 2 •Bedroom #4: Queen beds (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! PLEASE NOTE: This pool is heated from November 15th to April 15th.

3

2

8

$175.00 - $478.13

Sarasota, FL, USA

Welcome to Villa Las Flores, a magnificent retreat that can be rented out separately or combined with its sister unit Luna Nueva, to create Luna Flores. Whether you choose to rent them separately or together, this exceptional property promises an extraordinary vacation experience. With a private heated pool, a convenient location just a short drive away from Siesta Key Village, Siesta Key Beach, and downtown Sarasota, and an array of impressive amenities, Villa Las Flores is the perfect destination for your next getaway. Villa Las Flores offers a total of 3 bedrooms and 2 full baths, providing ample space for up to 8 guests. The sleeping arrangements include 1 king bed, 1 queen bed, 2 twin beds, and 1 queen EZ bed, all of which are adorned with high-quality linens to ensure a restful night's sleep. We take pride in maintaining a high standard of cleanliness, and our CottageClean Team ensures that enhanced cleaning protocols are followed, providing you with a safe and comfortable environment during your stay. Villa Las Flores features a fully equipped kitchen, allowing you to prepare delicious meals with ease. The outdoor dining area provides the perfect setting to enjoy your culinary creations amidst the beauty of the surroundings. And when it's time to sizzle up some barbecue, a gas grill is at your disposal. Villa Las Flores is fully designed for relaxation and entertainment. Unwind in the spacious outdoor lounge area, soak up the sun by the pool, or spend tranquil evenings on the screened-in porch, complete with cozy lounge furniture. This villa is surrounded by a privacy wall along with lush landscaping, ensuring nothing but privacy on your tropical getaway. Whether you're seeking a rejuvenating retreat or an exciting exploration of the surrounding area, Villa Las Flores serves as your perfect home base. Just a short drive away, you'll find the vibrant Siesta Key Village, offering an array of shops, restaurants, and entertainment options. Siesta Key Beach, renowned for its stunning white sands and crystalline waters, is also within easy reach, allowing you to enjoy the beauty of the Gulf Coast. Experience the best of the Sarasota area at Villa Las Flores! Villa Las Flores 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: Twin Bed (2) - Sleeps: 2 • Living Room: EZ Queen Inflatable Bed (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 yard along with access to the home from Roselawn Street. 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

$175.00 - $478.13

Sarasota, FL, USA

Welcome to Luna Nueva, a magnificent retreat that can be rented out separately or combined with its sister unit Villa Las Flores, to create Luna Flores. Whether you choose to rent them separately or together, this exceptional property promises an extraordinary vacation experience. With a private heated pool, a convenient location just a short drive away from Siesta Key Village, Siesta Key Beach, and downtown Sarasota, and an array of impressive amenities, Luna Nueva is the perfect destination for your next getaway. Luna Nueva offers a total of 3 bedrooms and 2 full baths, providing ample space for up to 8 guests. The sleeping arrangements include 2 king beds, 1 queen bed, and 1 queen EZ beds, all of which are adorned with high-quality linens to ensure a restful night's sleep. We take pride in maintaining a high standard of cleanliness, and our CottageClean Team ensures that enhanced cleaning protocols are followed, providing you with a safe and comfortable environment during your stay. Luna Nueva features a fully equipped kitchen, allowing you to prepare delicious meals with ease. The outdoor dining area provides the perfect setting to enjoy your culinary creations amidst the beauty of the surroundings. And when it's time to sizzle up some barbecue, a gas grill is at your disposal. Luna Nueva is fully designed for relaxation and entertainment. Unwind in the spacious outdoor lounge area, soak up the sun by the pool, or spend tranquil evenings on the screened-in porch, complete with cozy lounge furniture. This villa is surrounded by a privacy wall along with lush landscaping, ensuring nothing but privacy on your tropical getaway. Whether you're seeking a rejuvenating retreat or an exciting exploration of the surrounding area, Luna Nueva serves as your perfect home base. Just a short drive away, you'll find the vibrant Siesta Key Village, offering an array of shops, restaurants, and entertainment options. Siesta Key Beach, renowned for its stunning white sands and crystalline waters, is also within easy reach, allowing you to enjoy the beauty of the Gulf Coast. Experience the best of the Sarasota area at Luna Nueva! Luna Nueva 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: King Bed (1) - Sleeps: 2 • Living Room: EZ Queen Inflatable Bed (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 yard along with access to the home from Hansen Street. 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

$300.00 - $1,040.63

Sarasota, FL, USA

Welcome to Bay Isle Bliss, a luxurious 3 bedroom, 2 bathroom vacation home that offers a serene retreat from the hustle and bustle of everyday life. Located just 0.3 miles from Shell Beach and 1.7 miles from Siesta Key Village, this exquisite property provides the perfect vacation getaway for families, couples, or groups of friends. Inside, you'll find a beautifully furnished and well-appointed living space, complete with 2 king beds, 1 double bunk bed, 1 twin sofa sleeper, and 1 full sofa sleeper that can comfortably sleep up to 8 guests. All linens are provided, so you can rest easy and enjoy your stay. The house features three spacious patios that offer plenty of space to relax and unwind. The first is located at the entrance of the home, complete with 4 rocking chairs to lounge in. In addtion, enjoy the newly installed putting green and practice on your short game! The second patio is located on the side of the home, designed for utmost comfort and relaxation. Equipped with a private heated pool & spa, ample seating, and an outdoor dining area. The third is located adjacent to the pool, equipped with a fire pit and Adirondack chairs to relax in. It is the perfect space to indulge in simple luxuries from the comfort of your own vacation home. The house is located within a private wall that encompasses the entire property, providing you with the utmost privacy and security. Additionally, Bay Isle Bliss is a one story home, making it easy to come and go as you please.. Inside the property, you'll find all the amenities you need to feel at home, including free Wi-Fi and 4 HD Smart TVs. The kitchen is fully equipped with a regular and Keurig coffee maker, dishwasher, and all the essential kitchen appliances and utensils, making cooking at home a breeze. For your beach outings, we have beach towels, chairs, cooler, and caddy provided so you can pack and enjoy the beach. If you prefer staying at home, the outdoor lounge areas provide the perfect space for relaxing and enjoying the Florida sunshine. You can also bring your furry friend along with you, as the house is dog-friendly with a fee (1 dog up to 25lbs). Finally, we want to ensure that you have a safe and healthy stay, which is why our CottageClean Team provides enhanced cleaning protocols. Don't wait to book your stay at Bay Isle Bliss, where you can enjoy a peaceful and luxurious vacation in one of the most beautiful locations in Florida! Bay Isle Bliss 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: Double Bunk Bed (1) - Sleeps: 2-4 • Extra: Twin Sofa Sleeper (1) & Full Sofa Sleeper (1) - Sleeps: 1-4 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! PLEASE NOTE: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00039. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 8 guests.

6

4

16

$403.75 - $1,406.25

Sarasota, FL, USA

Welcome to Sandy Seahorse Cottage, a beautiful home nestled between the quiet streets of south Siesta Key. This charming duplex offers the perfect retreat for your vacation, featuring spacious outdoor lanais and a large, heated swimming pool. Whether you choose to rent the entire cottage as Sandy Seahorse Cottage or opt for the individual cabanas of Seahorse Cabana or Sandy Cabana, you're in for a delightful stay. As you enter each unit, you'll be greeted by a welcoming screened-in lanai area. Step inside, and you'll find yourself in a cozy living room adorned with comfortable furnishings. The bright white kitchen invites you to prepare delicious home cooked meals during your stay. Each kitchen is fully equipped, including a regular and Keurig coffee maker, a dishwasher, and kitchen essentials. The open concept design seamlessly connects the living and kitchen areas, creating a spacious and inviting atmosphere that is perfect for entertaining your family and loved ones. Sandy Seahorse Cottage offers six bedrooms, four full baths, and two half baths, providing ample space and comfort for up to 16 guests. The sleeping arrangements include two king beds, two queen beds, four twin beds, and two queen air beds. With linens provided, you can rest easy and enjoy a good night's sleep. Step outside to find that the outdoor area is fully designed for relaxation and enjoyment. A private heated pool awaits, inviting you to take a refreshing swim or simply bask in the warm Florida sun. Ample seating is provided for those looking to relax poolside. Sandy Seahorse Cottage provides beach towels, chairs, a cooler, and a caddy, making it easy for you to explore the nearby Crescent Beach, just a quick 2-minute walk away. Siesta Key Village, known for its vibrant atmosphere and charming shops and restaurants, is just a short drive away, allowing you to experience the best of the island. Sandy Seahorse Cottage can accommodate up to 16 guests with a bedding configuration as follows: Sandy Cabana: ● Bedroom # 1: King Bed (1) – Sleeps: 2 ● Bedroom # 2: Queen Bed (1) – Sleeps: 2 ● Bedroom # 3: Twin Bed (2) – Sleeps: 2 ● Extra Bed: Queen Air Bed (1) – Sleeps: 2 Seahorse Cabana: ● Bedroom # 1: King Bed (1) – Sleeps: 2 ● Bedroom # 2: Queen Bed (1) – Sleeps: 2 ● Bedroom # 3: Twin Bed (2) – Sleeps: 2 ● Extra Bed: Queen Air Bed (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 pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

8

6

24

$715.00 - $2,700.00

Sarasota, FL, USA

Welcome to the Nautilus, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house offers an unparalleled experience for large groups seeking both privacy and space. With 8 bedrooms and 6 full baths, it is the perfect choice for family reunions, group getaways, or special celebrations. The Nautilus is equipped with not one but two full kitchens, allowing you to cook up a storm using top-of-the-line appliances. The spacious balconies offer additional seating areas, perfect for a morning cup of coffee or evening cocktail while taking in the breathtaking views of the lush landscape. With 6 king beds, 2 queen beds, 2 queen sofa sleepers, and 4 twin chair sofa sleepers, this home can comfortably accommodate up to 24 guests. Linens are provided, so you can pack light and focus on enjoying your tropical getaway. Travel between floors with ease thanks to the 3-story private elevator, allowing you to load up your luggage and enjoy a hassle free arrival & departure. And best of all, this rental is pet friendly, so your furry friends can enjoy your vacation time with you. The Nautilus offers not one but two private heated pools, allowing you to take a refreshing dip at any time of day. Additionally, this home includes two private cabana rooms, perfect for escaping the midday sun or enjoying a little extra privacy. These cabana rooms are complete with outdoor refrigerators, dining tables, and HDTVs. Less than a mile away is the bustling Crescent Village, where you can find all the shopping, dining, and entertainment you could ask for. For those who prefer a more secluded beach experience, the Nautilus is just a three-minute walk from the serene Crescent Beach and Point of Rocks, where you can enjoy the beauty of the Gulf of Mexico in relative peace and quiet. Book your stay today at The Nautilus and prepare to be swept away by the beauty and tranquility of this tropical paradise. The Nautilus can accommodate up to 24 guests, with a bedding configuration as follows: Casa Stolida: • Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 3: King Bed (1) - Sleeps: 2 • Bedroom 4: Queen Bed (1) - Sleeps: 2 • Living Room: Queen Sleeper Sofa (1) - Sleeps: 2 Casa Tegula: • Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom 3: King Bed (1) - Sleeps: 2 • Bedroom 4: Queen Bed (1) - Sleeps: 2 • Living Room: 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! PLEASE NOTE: This pool is heated from November 15th to April 15th.

3

3

10

$429.00 - $860.00

Sarasota, FL, USA

Welcome to Don't Be Salty, a modern yet coastal 3 bedroom vacation home located on the gorgeous island of Siesta Key, Florida. This luxurious home is designed to provide the perfect blend of contemporary style and coastal charm, ensuring your tropical getaway is nothing less than extraordinary. With a myriad of amenities and a prime location, Don't Be Salty is the ideal choice for those seeking a truly memorable vacation experience. As you step inside, you will be greeted by an open-concept living area that exudes nothing but comfort and relaxation. Sink into the plush furnishings and enjoy ample space for unwinding with friends and family. The fully-equipped kitchen offers all modern appliances and everything you need to prepare your favorite home cooked meals. For those who appreciate a fine selection of beverages, the dry bar with a wine cooler offers a chic spot to unwind and enjoy a glass of your favorite vintage. On cooler evenings, gather around the wood-burning fireplace in the living area for a cozy ambiance. Don’t Be Salty features 3 bedrooms and 3.5 bathrooms, comfortably accommodating up to 10 guests. Each bedroom features its own bathroom, ensuring maximum privacy and convenience during your stay. As you make your way to the sliding glass doors, an outdoor oasis awaits! Dive into luxury and relaxation with your very own private heated saltwater pool and spa. Immerse yourself in the soothing waters, perfect for unwinding after a day of exploration or simply basking in the sun or let your cares melt away as you enjoy the rejuvenating benefits of the spa. For those seeking friendly competition, the outdoor putting green allows you to perfect your golf skills in the comfort of your own backyard. Indulge in outdoor dining and relaxation at the outdoor lounging area, complete with a fire table and game of corn hole. Here, you’re able to enjoy delicious meals under the stars or gather around the fire table for evenings filled with warmth and laughter. Don’t Be Salty is conveniently located less than 1.5 miles away from the pristine Siesta Key Beach. Spend your days sunbathing, swimming, or taking leisurely walks along the soft, white sands. The vibrant Siesta Key Village is also within easy reach, less than 2 miles away, offering a variety of local shops, restaurants, and entertainment options. Whether you're seeking relaxation, fun-filled activities, or a combination of both, this Siesta Key retreat has it all. Book your stay at Don’t Be Salty today and experience the perfect blend of luxury and comfort. Don't Be Salty can accommodate up to 10 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 • 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: The living room furniture has been replaced with a white sectional couch instead of the two sofas pictured. Additionally, the bonus room contains the one sleeper sofa and no longer has the additional love seat pictured. 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 Sarasota, Florida

There are many different types of Vacation properties in Sarasota, FL all with unique features and amenities to offer guests. Many of the rentals are beachfront cottages which makes them perfect places to use as a base to explore the town. Sarasota condo rentals offer beach enthusiasts the opportunity to stay on the coast where you can beach comb from your vacation rental. Don’t miss out on the opportunity to stay with bnbfinder in one of the many luxury condo vacation rentals that give you a true beach town living experience. With so many options for unique and interesting vacation rentals in Sarasota, you really can’t go wrong with anything you select!