
Vacation rentals with a pool in Gulf Gate Estates
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Gulf Gate Estates

Total vacation rentals
Explore 130 vacation rentals in Gulf Gate Estates

Nightly prices starting at
Gulf Gate Estates vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 4,090 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
130 of Gulf Gate Estates vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulf Gate Estates rentals

4.8 Average rating
Gulf Gate Estates stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Gulf Gate Estates
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Step into coastal comfort at The Turquoise Turtle, a charming Sarasota retreat just two miles from Siesta Key Beach. This cozy home features a bright open layout with a fully equipped kitchen, stylish living area, and three comfortable bedrooms designed for restful nights. The true highlight awaits outdoors—a private backyard oasis with a heated pool, hot tub, lounge chairs, and a covered lanai with grill, perfect for sunny days and starry evenings. With its thoughtful details, modern amenities,

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

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 🌴☀️

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.

Private heated pool, 3Bed, 2Bath, Siesta Key
Family oriented house; Heated pool; Kids scooters, bikes, beach toys, games, etc; 3bed/2bath/laundry; 1 crib; 10 minutes to Siesta Beach; 15 minutes to Siesta Village Restaurants/Shops. 20-25 minutes to Sarasota Airport, Lido Key Beaches & Shops, Venice; BONUS FEATURES: +Fast Wifi, +Cable TVs, +Netflix, +Disney, +Kids activity corner & games, +Kids safety net by pool is optional.

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. 🌴
Popular amenities for Gulf Gate Estates rentals with a pool
House rentals with a pool

Playful Retro Retreat • Pool • 2 Mi to Siesta Key

Serene&Clean! Large Pool! Minutes to Siesta Key!

Siesta Key Beach Getaway

Siesta Key, Luxurious House W/ Heated Pool

Private Home near Siesta Key

Bay Breeze Cottage Min to Siesta Key Heated Pool

Modern Private Paradise-Pool House

Spectacular Sunsets! 15 min Siesta Key!
Condo rentals with a pool

Gateway to Siesta Key - 1/2 Mile to the Beach

Gulf Views | Walkable | Spacious

On the Beach; Siesta Key SunBum Studio

Siesta Key Oasis with Gulf Views

Comfy Siesta Key Condo

[Beach Elements] pool view + private beach & bikes

Siesta Key Ground Floor Condo 2BR On Trolley Line

Lake View 1BR Condo | Heated Pool Near Siesta
Other vacation rentals with a pool

Downtown Tropical Getaway w/ heated pool

Gulf Gate Pool Home

Sarasota Luxury house, 3BD, Siesta Key Beach

The Palms Away

Coastal Home in Sarasota-8min from Siesta Key

Charming Poolhouse · 1BR · Close to Siesta

ON SALE - Pool | Fire Pit | 7 miles to Siesta Key

Pool home- Duplex - 5 minutes to Siesta Key Beach
When is the best time to visit Gulf Gate Estates?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 815 | ﺩ.ﺇ 1,091 | ﺩ.ﺇ 1,072 | ﺩ.ﺇ 867 | ﺩ.ﺇ 779 | ﺩ.ﺇ 782 | ﺩ.ﺇ 793 | ﺩ.ﺇ 731 | ﺩ.ﺇ 679 | ﺩ.ﺇ 683 | ﺩ.ﺇ 731 | ﺩ.ﺇ 834 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Anna Maria Island
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- Turtle Beach
- Amalie Arena
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