
Vacation rentals with a pool in Gulf Gate Estates
Find and book unique homes with a pool on Airbnb
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.

Gulf Gate Pool Home
The whole group will enjoy easy access to everything from this centrally located place in the quiet neighborhood of Gulf Gate! A private Pool home, just 3 miles to the award winning white sugary sandy beaches of Siesta Key. Home is boasting of 4 bedrooms, and 2 full bath, tastefully updated with new vinyl flooring and a great size full stock kitchen, granite counters and and open concept. Pool can be heated for a charge. Please note, there are absolutely no parties allowed. Respect neighbors

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.

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

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

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

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.

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!

Heated Pool, Hot tub, King bed, 2 miles from S Key
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, hot tub, and 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!

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 🌴☀️

Serene&Clean! Large Pool! Minutes to Siesta Key!
Perfect for a multigenerational vacation, reunion with old friends or quiet escape! The home is clean and updated. It is located in a quiet residential neighborhood and within walking distance to many unique restaurants, boutiques and pubs. Whether you choose to unwind by the large private pool, hit a beautiful beach (beach gear is provided) or soak in the culture of downtown Sarasota and surrounding area, you are sure to have a lovely time!
Popular amenities for Gulf Gate Estates rentals with a pool
House rentals with a pool

White Bird of Paradise • Private Pool Oasis

The Palms Away

Heated saltwater pool near Siesta and Downtown

Private Heated Saltwater Pool & Spa 1 mi to Beach

St Armand's Mid-Century Oasis

House of Peace oasis,heated pool, pool table, fire

The Siesta Key Pool House – Private Inland Oasis

Intercostal Oasis
Condo rentals with a pool

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

Private Beach & Intracoastal Waterfront

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Gateway Siesta Key Beach

Siesta Key Ground Floor Condo 2BR On Trolley Line

Heated Pool Apartment Near Siesta Key | 1BR

Sun-Kissed Memories: Open Sunday Night!
Other vacation rentals with a pool

Pool House lots of Wonderful Wildlife

Siesta Key Cottage with Heated Pool

Great Rates! Sunny Sarasota Villa! W/ 2 bicycles!

Private Pool +Game Room Near Siesta Key | Sleeps 9

La Villa des Pins

Sandhill Sarasota

Key Dreams

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
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 | $310 CAD | $354 CAD | $376 CAD | $322 CAD | $290 CAD | $291 CAD | $295 CAD | $272 CAD | $253 CAD | $254 CAD | $272 CAD | $310 CAD |
| 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 |
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 $68 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
130 of Gulf Gate Estates vacation rentals include wifi 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!
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