
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 147 per night before taxes and fees

Verified guest reviews
Over 4,410 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 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,

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

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

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

1.5mi to South SiEsta Key Bridge, Free Heated Pool
Heated Pool, 5 Min Drive From USA #1 BEACH SIESTA KEY BEACH NO PARTIES OR EVENTS ALLOWED Must be at least 26 years old to book Public Beach access # 12 is the closest public beach, located just 1.8miles away from the house 6490 Midnight Pass Rd, Sarasota, FL 34242 Heated pool no extra charge, water temp is not guaranteed in fall, winter, spring, heater is set to 90°F, however water temp is not guaranteed, you can turn the temp up when you get here, heater runs from 9am til 11pm

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.

Coastal Home in Sarasota-8min from Siesta Key
This pet friendly coastal home has everything you need to enjoy your visit in Sarasota! The home is nestled in a quiet neighborhood in the highly sought-after Gulf Gate community. Spend your day relaxing by the salt water pool and spa or explore the area. The house is only 8 minutes away from worlds #1 Siesta Key beach and minutes away from shopping and restaurants. It’s also a short 15 min drive to downtown Sarasota and 20 minutes away from famous St Armand’s Circle.

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!

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!
Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

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

Chic happens 3/2 heated pool 5 min from Siesta

Serene&Clean Large Pool Minutes to Siesta Key!

Complete Privacy Mid Century 2mi to #1 Beach Pool

Private Home near Siesta Key

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

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

Intercostal Oasis

Modern, Bright Downtown SRQ A-Frame West of Trail
Condo rentals with a pool

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

Villa Maria: Minutes to Siesta Key!

♥ 1/2 mile to BEACH! ➸ KING in master ➸ POOL ♥

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Gateway Siesta Key Beach

Comfy Siesta Key Condo

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
Other vacation rentals with a pool

Sunny Pool Retreat * 2 Miles To Siesta Key

Siesta sunset - Pool - Close to beach

The Palms Away

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Siesta Key, Luxurious House W/ Heated Pool

Bay Breeze Cottage Min to Siesta Key Heated Pool

Modern Private Paradise-Pool House

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 918 | ﺩ.ﺇ 797 | ﺩ.ﺇ 837 | 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
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park





