Holiday rentals with an accessible-height toilet in Longboat Key

Minutes to Beaches w/King Bed Private Updated

This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

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

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)

Ground-floor, direct beachfront 1BR | on the Gulf

This rare ground-floor, direct beachfront one-bedroom sits right on the Gulf of Mexico with unobstructed water views and effortless beach access Step out the door and into a life where the Gulf of Mexico is your backyard — no elevator, no lobby, just you, the sand, and thirty seconds between your pillow and the water. Enjoy your private beachfront patio, a cozy recently remodeled interior, and your own stretch of sand with lounge chairs, umbrellas and front row views right outside your door.

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!

Luxury 4B Home & Heated Pool, Resort for 10 guests

Minutes to Siesta Key Beach, this Sarasota home is made for effortless group getaways. Start your mornings by the private screened pool, unwind on the cabana daybed, and gather in bright open living spaces designed for connection. Enjoy a fully equipped kitchen, 3 full bathrooms, and a separate studio offering extra space and privacy. Centrally located with quick access to St. Armands Circle, The Ringling, and Mote Marine Laboratory & Aquarium—perfect for dining, culture, and family fun 🌴

Casa del Río! Beaches, IMG, Boating, and 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.

The Hawk's Nest at Alligator Creek

Nestled in the heart of Clearwater, Hawk’s Nest is a peaceful, private artist's retreat reminiscent of Tennessee or North Carolina. Surrounded by nature, it feels like living in a treehouse! Sports fans will love being near two Spring Training stadiums and just 25 minutes from Raymond James. Only 20 minutes to the beach, and centrally located for shopping and activities. A safe, gated property offering peace and convenience. Unforgettable! Also available for longer stays.

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Castaway Cottage: Near IMG and Beaches

Welcome to Castaway Cottage, your peaceful coastal hideaway! - Generous 4-bedroom, 2-bath home for up to 10 guests - Inviting Florida-style backyard with pool and putting green - Premium 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-oriented 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 :-)

Beach Retreat #24 • Walk to Beach + Pool

Cozy Clearwater Beach studio just a 15-min walk to the beach. Sleeps 4 with a king bed, fully equipped kitchen, private balcony, pool access, and free parking. Includes beach chairs, towels, umbrella, cooler, and toys. Close to Pier 60, restaurants, shops, and water activities. Ideal for couples or small families seeking a clean, comfortable, and convenient beach retreat with everything needed for an stress-free stay.