Holiday rentals with a pool in Bayshore Gardens

Mediterranean-Type Waterfront w/Pool-Saltwater Spa

Kick back in this Scent of Serenity Retreat. This 3-Level Private 2-Bedroom/1 Bath apartment/loft sleeps up to 5 guests. Pool-Saltwater Spa. Recreation Rm. Shared Laundry Rm in bldg. Level 1: Twin Bed sleeps 1 Lev. 2: Master Queen Bed for 2; Lv Rm: Futon Sleeps 1 ; Air mattress sleeps 1 Lev.3-Observation/Yoga Rm. Spiral Staircase. No wheelchair access. Not suitable for kids under 12. 10mins from SRQ. Botanical gardens, shopping, restaurants - 1-2 mi. Beaches w/Free parking 9 mi away.

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King

FREE Pool & Spa Heat Planning to stay a while? We love long getaways! Ask us about special discounts for stays of 14 nights or more — your extended vacation just got even sweeter! Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Eve

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

IMG Heated Pool w/Golf Course + Bocce Ball Court!

Welcome to Serenity in beautiful coastal Sarasota, Florida! This beachy and relaxing retreat is the epitome of tranquility, offering a soothing and laid-back atmosphere that will instantly put you at ease. Step inside and be greeted by a completely renovated and tastefully decorated space that exudes comfort and serenity. With a soothing color palette and coastal-inspired decor, our property instantly puts you at ease. Enjoy high end amenities such as a heated pool, mini golf, and bocce ball!

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

Welcome to The Cortez Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peaceful neighborhood overlooking the IMG Golf Course. Pack your bags and get ready to escape to SW Bradenton, just 6 miles from SRQ Airport and 10 miles from downtown Sarasota. Siesta Key has been rated the #1 beach in the US, only 17 miles from the home. Additionally, Ana Maria Island is 11 miles, Lido Beach 12 miles, Coquina Beach 9 miles, and Longboat Key 12 miles from home!

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels (no cable), a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

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.