Holiday rentals with a pool in Gulf Gate Estates

Bay Breeze Cottage Min to Siesta Key Heated Pool

Get comfortable and enjoy your vacation at our spacious three bedroom two bath house close to fine dining and great shopping. The famous Siesta Key beach is only two miles away, or enjoy our beautiful pool at the house. The pool is heated in the winter months, so swimming is optional year round here. We have a gas grill or if cooking is not your choice, there are lots of restaurants only a few minutes away. Sarasota is a wonderful place to bring the whole family to vacation or a getaway for two.

The Sand Castle - Backyard Oasis Mins from Siesta!

*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want! Please message me if bringing 2+ pets

Complete Privacy Mid Century 2mi to #1 Beach Pool

Relax and take it easy at this beautiful old Florida home. Step outside to your own PRIVATE OASIS with towering palm trees, heated salt water pool, turf lawn and ping pong table! Located on a quiet cul de sac and a driveway that fits 4 cars. Featuring an open layout that looks out to the pool, 4 beds and paddle board with straps! Walking distance to 50+ shops and restaurants in Gulf Gate. Less than 2 mi to Siesta Beach and 5 mi to downtown. 25 mins to SRQ. Under an hour from PGD, PIE and TPA

Newly Renovated w Pool – 10 min to Siesta Beach

THE WHITE SANDS is a pristine and stylish vacation property, in the heart of the Gulf Gate Estates and only 10 minutes from Siesta Beach Enjoy this recently renovated house with enough room to host up to 8 people. Four bedrooms include (1) one king-size bed, (2) two full-size beds, (3) one queen-size bed, and (4) dedicated office space with futon Fully furnished outdoor patio next to a beautiful heated pool Plenty of restaurants are within walking distance from you (5 blocks). No pets allowed

Your private retreat near Siesta Key Beach.

Completely Remodeled Private Retreat. COME RELAX, UNWIND, AND MAKE LASTING MEMORIES! From the moment you arrive, you’ll feel the calm, welcoming atmosphere that makes this property stand out. This spacious 3brm 2-bath features an amazing heated pool, a private backyard, and stylish finishes throughout. Whether you’re lounging by the heated pool, enjoying meals in the bright open-concept living space, or exploring the nearby beaches this home is perfect for an unforgettable vacation

Beach Retreat•Renovated & Heated Pool•Near Siesta

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

Beautifully Remodeled Home with Pool Near Siesta

It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

Modern Private Paradise-Pool House

Florida Dream Salt Water Pool heated Home, Minutes to World-Famous Siesta Key beach. Live the ultimate Florida lifestyle in this stylish one-story home, designed for relaxation and entertainment. The spacious layout features 3 bed/2 bath. Your private oasis is the pool area, complete with a protective screen enclosure and a spacious lanay—perfect for sunny days and starlit evenings. You're also surrounded by a fantastic selection of restaurants and endless activities.

2411 Britannia Rd, Sarasota, FL

Spacious, beautifully furnished 3 bdrm, 2 bath home with private heated pool. Located very close to Siesta Key beaches, restaurants and shopping. Features split floor plan, large living room with office desk in corner, master bdrm with king size bed, 2. bdrm queen size bed and 3. bdrm 1 full size bed and 1 twin bed underneath the full. Laundry inside the house, 2 car garage; large, screened outdoor space and fence for privacy. Sleeps 6 maximum, incl. children.

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

Beautiful Pool Home minutes from Siesta Key

The Gulf Breeze Cottage is your home away from home. The tropically decorated interior sets the mood for a relaxing stay. From the minute you enter, you will know you have arrived in Paradise! Take a plunge in the private pool or relax on the loungers sipping a cool drink as you enjoy time with family and friends. And when your ready to explore, you are minutes to Siesta Key as well as the shops and restaurants of Gulf Gate Village.

B&D’s Siesta Key Beach House

Relax at our cozy beach house 2.2 miles from the south end of Siesta Key Beach. Voted #1 beach in the U.S. 30 minutes or less from the airport, beaches dining and entertainment. Our house is in a quiet neighborhood. It has 3 bedrooms, w 2 full baths and additional sleeper sofas. Amenities include: screened in non-heated pool, grill, fenced yard, full laundry and equipped kitchen, Wi-Fi/Xfinity cable, smart tv's and ample parking.