Holiday 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.

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Top guest favourite
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 Gulf Gate Estates
5 out of 5 average rating, 20 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

Top guest favourite
Home in Gulf Gate Estates
4.97 out of 5 average rating, 265 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 favourite
A bright and airy indoor space features a coastal-themed rug with a starfish design. Light-colored furniture and a wooden table provide a casual dining area, while large windows allow natural light to fill the room and offer views of the backyard.
Home in Pelican Cove
4.93 out of 5 average rating, 388 reviews

Beach Retreat•Renovated & Heated Pool•Near 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.

Top guest favourite
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 Gulf Gate Estates
4.96 out of 5 average rating, 153 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.

Superhost
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 Gulf Gate Estates
4.78 out of 5 average rating, 114 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 favourite
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 Gulf Gate Estates
4.96 out of 5 average rating, 52 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 favourite
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 Gulf Gate Estates
4.86 out of 5 average rating, 37 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.

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 100 reviews

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. 🌴

Top guest favourite
A screened lanai encloses a private saltwater pool, featuring a shallow entry and a vibrant pink float. Two lounge chairs are positioned nearby, surrounded by greenery that enhances the serene pool area.
Home in Gulf Gate Estates
4.95 out of 5 average rating, 110 reviews

Oasis on water near Siesta Key, Heated Pool, Tiki

Escape to Coral Harbor, a private 1-acre retreat in Gulf Gate Estates! This spacious 4-bed home sleeps 12, just 3 miles from Siesta Key. Enjoy a private saltwater pool, tiki bar, and firepit in your own waterfront paradise. Perfect for families and groups seeking a resort-style getaway with modern comforts and ample space to relax and connect.

Top guest favourite
The living room features a spacious layout with a comfortable gray sofa and rocker recliner. A dining area with a table for six is present, alongside large glass doors that provide ample natural light and a view of the surrounding greenery. A flat screen TV is visible.
Apartment in Siesta Key
4.97 out of 5 average rating, 130 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

Guest favourite
A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.
Home in Southgate
4.84 out of 5 average rating, 295 reviews

Private Siesta Beach House Oasis with Heated Pool.

Come enjoy the #1 rated beach in the USA. A contemporary style beach house that is located in a very conveniently located 10 min from Siesta Key beach. Within .5 miles you will find a mall, Cinebistro, trendy local bars, all major banks, Trader Joe’s, Publix, and a gas station. Drive way accommodates 2 cars with street parking as well.

Guest favourite
Home in Gulf Gate Estates
5 out of 5 average rating, 10 reviews

Tranquil 3-Bed Pool Home Near Siesta Key

Welcome to this tranquil 3-bedroom, 2-bath home near Siesta Key Beach. - Cozy living area and fully equipped kitchen - Relaxing bedrooms with queen beds and twin daybed - Peaceful pool with cage and BBQ grill - Free parking, beach chairs, and cooler included - Minutes from top restaurants and Sarasota attractions

Popular amenities for Gulf Gate Estates rentals with a pool

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Avg. price€ 196€ 223€ 237€ 204€ 183€ 184€ 186€ 172€ 160€ 160€ 172€ 196
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Quick stats about holiday rentals with a pool in Gulf Gate Estates

  • Total holiday rentals

    Explore 130 holiday rentals in Gulf Gate Estates

  • Nightly prices starting at

    Gulf Gate Estates holiday rentals start at € 35 per night before taxes and fees

  • Verified guest reviews

    Over 3,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 of Gulf Gate Estates holiday 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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