Vacation 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.

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 Own Resort - 4B Heated Pool & Luxury Finishes

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 🌴

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

Heated&Renovated Pool•Beach Retreat•15m to 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.

Private Heated Saltwater Pool & Spa 1 mi to Beach

Welcome to Salty Palms Pool House. Your family will be close to everything when you stay at this CLEAN modern completely remodeled home 2024 only 1 mile off the sand of Siesta Key Beach. The backyard offers a private resort like oasis with a heated saltwater pool & spa, modern fire pit, heated outdoor shower and BBQ grill. New fully stocked kitchen with Quartz countertops, beverage fridge, all new appliances, & coffee bar. Smart TV and Fans in every room. W&D, Tankless h20 heater.

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.

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 🌴☀️

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Free Heated Pool, King bed, 2 miles from SiestaKey

Your own little paradise! Three bedroom, two bathroom house in a quiet Sarasota neighborhood. Enjoy your private oasis of a back yard with the FREE heated pool, fire pit, or enjoy the #1 ranked beach in the U.S. less than 10 mins away by car. You can’t beat this location; with a short drive to downtown Sarasota, St. Armonds Circle, Siesta Key Beach and Village, Nakomis Beach, & everything in between, you’ll never run out of things to do!

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.