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Siesta Key Paradise - Close to Beach & Village

Discover the enchanting Siesta Key experience by staying in this stylish 2BR 2Bath condo whose relaxing design enhances your vacation. The search for a perfect getaway with an abundance of amenities, all conveniently located near fantastic dining, entertainment, beautiful beaches, and more, ends here. ✔ 2 Comfortable Bedrooms + Sofa Bed ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ TVs ✔ High-Speed Wi-Fi ✔ Community Amenities (Swimming Pool, Sports, BBQ, Parking) Learn more below!

Best Location, Clean,w/ Fenced Yard & Private Pool

Super cute cottage style home in Southgate neighborhood, near everything! My place is great for families or group of friends looking for a beautiful, fun and relaxing getaway. Walk to Westfield Siesta Key Mall & Restaurants. 1 mile to Southside Village restaurants & shopping, and Sarasota memorial hospital. 2.5 miles to Historic Downtown Sarasota and 4 miles to visit Siesta Key beaches, shopping and restaurants. 5 miles to world famous St. Armand's Circle (Shopping, Restaurants and Lido Beach)

Heated Pool, fire pit, guest house, bunks-near AMI

Your dream Gulf Coast getaway awaits! This spacious 4-bed, 3.5-bath home is just 10 mins from Anna Maria Island (AMI). Unwind by the pool, gather around the fire pit, or enjoy the plush couch in living room stocked with family-friendly games/books. This home features a bunk room with a 4-person arcade, a fully equipped kitchen, inviting outdoor dining area, and all the beach essentials for your sun-soaked outings. Perfect for families or groups seeking comfort, convenience, and entertainment!

The Palm Court Villa

Architectural Elegance & Seamless Design From the moment you enter, soaring ceilings and clean architectural lines create an immediate sense of openness and light. The home’s open-concept design flows effortlessly into the chef’s kitchen and grand living space thoughtfully curated for elegant entertaining and relaxed luxury. 26-VR-000049 -Quartz waterfall countertops -Custom designer cabinetry -Premium, top-tier appliances -Expansive island gathering space -Integrated smart TVs & high-speed

Near Beach - Heated Pool + Putting Green Fun

Welcome to your perfect vacation getaway in West Bradenton, Florida! This charming single-family home features 3 bedrooms and 2 bathrooms, making it ideal for families. Enjoy a heated pool, a fun mini-golf course, and a game room equipped with ping pong and foosball for endless entertainment. Gather around the fire pit for cozy evenings under the stars. Located just minutes from the beautiful Anna Maria Island beaches and downtown Bradenton, you'll have easy access to a variety of activities!

Canal-Front Oasis in Terra Ceia: Pool, Patio, Dock

Walk to Park & Bay | 16 Mi to Anna Maria Public Beach | Year-Round Fishing in Terra Ceia Bay Swim, hike, and sightsee to your heart’s content at this charming vacation rental in the island community of Terra Ceia. The cozy house invites you to relax poolside, paddle through canals, or venture out to the sugar-sand shores for some rays. After a day of adventure, unwind with loved ones on the patio and end the evening with a friendly game of cornhole. Your laid-back Florida getaway awaits.

Casa del Río! Beaches, IMG, Boating, & Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

Castaway Cottage: Near IMG and Beaches

Welcome to Castaway Cottage, your peaceful coastal escape! - Generous 4-bedroom, 2-bath home for up to 10 guests - Laid-back Florida-style backyard with pool and putting green - Upscale Coffee Bar - Garage game room with dart board and ping pong table - Minutes from Anna Maria Island's breathtaking beaches - Nearby attractions: DeSoto National Memorial, Manatee Village Historical Park, South Florida Museum - Family-friendly amenities for all ages

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

Manatee Manor-4Bd/2Bth Pool/Grill/Ping Pong/Fun

Welcome to Manatee Manor, a renovated coastal-themed home echoing the sea life of the nearby Manatee River. Enjoy a screened-in, heated renovated pool, vacation-friendly layout, fully stocked kitchen, & ample games & amenities. Located in a great neighborhood, it is within walking distance to historical sites and parks. With only a 5.8 mile drive to the beach and close to eateries and theaters, it is an ideal retreat to create cherished memories.

Resort Home w/ Pool & Pickleball, 9 Min To Beach

Gather your loved ones and prepare to make memories that will last a lifetime at 77 Palms. This totally remodeled, luxurious family home with the amenities of a 5-Star resort is conveniently located just a short distance away from the breathtaking beaches of Anna Maria Island. Featuring 4 bedrooms, 2.5 bathrooms, and enough room for 14 guests, there’s plenty of space for the whole family to kick back, relax, and have some fun!

Hermosa Hideaway | SK Collection

Relax in this newly renovated two-bedroom, two-bath home with a bright sunroom and traditional style. Enjoy pool access five minutes away and Siesta Key Beach just a ten-minute walk. Beach chairs and towels included. Trolley stop nearby for easy access to shops and dining. In-unit laundry and carport parking complete this comfortable Siesta Key getaway.