Vacation rentals with a pool in Bayshore Gardens

The Lovely Family House

Your family will be close to everything when you stay at this centrally located place. Walk to IMG and SCF. Near beaches(Anna Maria,Holmes Beach,Coquina,and more). Screened in pool and patio. Plenty of places in the house to be together with others and have personal quite space too. Sleeps 11 comfortably. RV or trlr parking available. 4-5 car driveway. Grill, bikes, outdoor toys, beach gear, fooseball table, and more. 3 bedrm and 2 ba w/ sofa sleeper. Max 1 Dog. No cats. No indoor smoking

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

Private Heated Pool~Yacht Rental~BBQ~Near Water

You’ll instantly feel at home at Solara Oasis, a light-filled 3-bed, 2-bath Sarasota retreat with a stunning backyard paradise. Start your day lounging by the private pool, unwind by the fire pit, and enjoy spacious, stylish interiors designed for total comfort. With flexible sleeping arrangements, a fully stocked kitchen, and fun extras like board games and a smart TV, this home is your perfect getaway — just minutes from Siesta Key, Lido Beach, and downtown Sarasota.

Cottage on the canal

Relax in this backyard oasis with a pool, lush greenery, and views of the canal. Bring your boat or rent one for a day of fun on the water (canal access to Sarasota Bay). This cozy cottage also includes a sun-drenched lanai with a well-equipped bar. The location is close to Anna Maria Island, IMG academy, St Armand's Circle, Longboat Key, Lido Key, Siesta Key, and downtown Sarasota. The Sarasota/Bradenton International Airport is a 10 minute drive.

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Florida Living

This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .

Htd Pool + GameRm | Sleeps 12 | 12 min Beach

Welcome to Paradise Palms, your perfect Sarasota escape! This family- and pet-friendly home in the peaceful Whitfield neighborhood is just minutes from downtown, the airport, and white-sand beaches. Enjoy a heated pool, epic game room, lush outdoor space, and everything you need for a relaxing Florida getaway. Sleeps up to 12 guests, the ultimate spot for memory-making!