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Summer Deals! 4/3.5 Heated Pool Home Close to Ever

Located in downtown Bradenton's Historic District, this 4-bedroom house is jam-packed with amenities and has everything you need for an amazing vacation in Bradenton, FL! Relax in the huge outdoor pool and hot tub with plenty of Privacy! Enjoy an enormous amount of outdoor space suitable for all sized families. 20-minute drive to Bradenton Beach and Anna Maria Island! 10- minute drive to LECOM Park (Spring training Home of the Pittsburgh Pirates) • Short walk to the Manatee River • Heated Pri

Flamingo Tiny Home

Located in the heart of Sarasota, the Flamingo tiny home offers large living and is anything but ordinary. One bedroom with a queen bed, full bathroom and well stocked kitchen give you everything you need for a home away from home. A pull out sofa bed in the living room sleeps an additional 2 people. Wifi, Smart TV with Hulu and a screened in patio are favorite features of the home. The community club house has a pool table, shuffleboard table, shuffle board courts, a picnic area, and kayaks ava

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)

Siesta Key Waterfront House + Pool & Boat Dock!

Waterfront luxury in the heart of Siesta Key. This 3-bed, 2-bath private pool home offers a rare combination of canal-front serenity and walk-to-beach convenience. Enjoy a private boat dock with direct Gulf access, kayaks you can drop in your backyard, relax on the sunlit lanai, and unwind with tranquil water views (spot manatees!). Just minutes from Siesta Key Beach, dining, and village shops—this is coastal Florida living done right. Bikes, Kayaks, Golf Clubs, and Beach Supplies all provided!

5BR Escape w/ Pool & Guest House - Near AMI/IMG

Discover the perfect blend of relaxation and adventure at this spacious Bradenton retreat. Whether lounging by the heated pool, challenging friends to a round of mini-golf, or enjoying the stylish living area with family-friendly games, every moment feels like a vacation. Just minutes from Anna Maria Island’s beaches, this home features a fully equipped kitchen, outdoor dining space, and all the beach gear you need for sun-soaked days. Ideal for families or groups seeking both comfort and fun.

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!

Lovely ❤ Cottage - Very Close to Siesta Key & More

Single-level, private entrance, 900 sf, King-Size Bed in Master, Large Flat Screens, fully-stocked kitchen, washer/dryer, etc. About a 15 minute drive to Siesta Beach or Downtown Sarasota. Walk to restaurants, CineBistro, New eSporta gym , Barnes & Nobles, Publix, Trader Joe's & Aldi Market. Don't really need a car. Walkscore: 71. Extremely safe neighborhood & Quiet. Nice outside patios in front and back. Walgreens right down the street for last minute needs. Behind a Bonefish Grill.

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.

Waterfront Mansion & Elevator 4 Balconies, Hot Tub

Discover this secluded Key West–style retreat on the peaceful island of Terra Ceia. This unique three-story home features an elevator, multiple balconies, and serene water views overlooking a private saltwater pond—perfect for fishing or kayaking. Enjoy nearby boat access, stunning Gulf surroundings, and a prime location just minutes from St. Pete with easy access to Sarasota, Bradenton, and Tampa. Enjoy the HOT TUB, Free Kayaks, and you can even park your boat or trailer FOR FREE!

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 :-)