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 R835 ZAR 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.

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Top guest favorite
A screened-in outdoor pool area showcases a clear blue pool surrounded by paver decking. Several lounge chairs are positioned nearby, and lush greenery is visible beyond the enclosure. Natural light filters through the mesh, creating a bright and inviting space for relaxation.
Home in Sarasota
4.94 out of 5 average rating, 62 reviews

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.

Guest favorite
Home in Sarasota
4.94 out of 5 average rating, 31 reviews

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,

Superhost
Home in Sarasota
4.89 out of 5 average rating, 27 reviews

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

Top guest favorite
The exterior of the property is presented with a modern facade featuring a covered entrance and a gray door. Flanking the entrance are lush green shrubs and a neatly maintained garden bed. A bicycle leans against the side, and the driveway leads to a garage.
Home in Sarasota
5 out of 5 average rating, 25 reviews

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

Guest favorite
The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.
Condo in Siesta Key
4.86 out of 5 average rating, 105 reviews

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.

Top guest favorite
Home in Sarasota
4.97 out of 5 average rating, 268 reviews

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

Guest favorite
A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.
Home in Sarasota
4.95 out of 5 average rating, 156 reviews

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.

Guest favorite
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Sarasota
4.79 out of 5 average rating, 122 reviews

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 🌴☀️

Top guest favorite
A private outdoor space features a heated pool under a screened lanai, surrounded by lounge and dining areas. Comfortable seating options are visible, along with bright, inviting water floats. The space is landscaped with greenery, enhancing a relaxed atmosphere for family enjoyment.
Home in Sarasota
4.96 out of 5 average rating, 53 reviews

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.

Guest favorite
Guesthouse in Sarasota
5 out of 5 average rating, 8 reviews

Pool home- Duplex - 5 minutes to Siesta Key Beach

Brand-new modern 2 bedroom suite. Private entrance and access to a large shared backyard with in-ground pool, 2 pergola's, fire-pit and beach gear included! Just 10 minutes drive to Siesta Key Beach and restaurants nearby. This private unit can be booked on its own, or book the entire house if available. There is a steel door separation that locks-out the other side of the house. Sorry, we have a no-pets policy

Top guest favorite
Home in Sarasota
4.98 out of 5 average rating, 155 reviews

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!

Guest favorite
A large, heated pool is set within a spacious screened lanai, featuring a light blue floating mat. The pool area is bordered by smooth tile flooring and is complemented by sheer white drapes. A grassy yard is visible through the lanai's screening.
Home in Sarasota
4.84 out of 5 average rating, 45 reviews

Siesta Key-Private Family Pool Home-6 min to Beach

Welcome to a beautifully designed home in the heart of Sarasota's sought-after community. This newly renovated great Gulf Gate pool home has 2 bedrooms and 2 bathrooms and is in a fantastic location near Siesta Key, restaurants and shopping. Tucked away on a quiet street this home is perfectly situated, including a large heated pool with a covered lanai looking out onto a good sized yard.

Popular amenities for Gulf Gate Estates rentals with a pool

When is the best time to visit Gulf Gate Estates?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,709 ZARR4,962 ZARR4,879 ZARR3,943 ZARR3,542 ZARR3,559 ZARR3,609 ZARR3,325 ZARR3,091 ZARR3,108 ZARR3,325 ZARR3,793 ZAR
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Gulf Gate Estates
  6. Rentals with pools