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.

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Guest favorite

Home in Sarasota

5 out of 5 average rating, 10 reviews

Heated Pool! Private & Quiet! 2mi to Siesta Key

UPDATE: Siesta Beach has reopened! Local dining and attractions are back. Atomic Oasis is ready for your stay—sun, relaxation, and fun! Prime Location! 2 mi to Siesta Key, 2.6 mi to Siesta Beach, 1 mi to Gulf Gate (dining, shops, groceries), 8.5 mi to Dtwn Sarasota, 10 mi to The Ringling Museum. ⭐️ Easy beach access ⭐️ Private heated saltwater pool ⭐️ Quiet neighborhood ⭐️ King bed ⭐️ Beach & pool gear ⭐️ High-speed internet ⭐️ Near attractions & dining ⭐️ Workspace Book now for a memorable getaway!

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 220 reviews

Your private retreat near Siesta Key Beach.

Your Private Retreat! Nestled at the end of a quiet dead-end street. This distinguished rental property guarantees a relaxing Florida vacation for everyone! Completely remodeled with Coastal-Modern Decor. 3 bedroom, 2 bath, amazing heated pool home and private back yard is located in the Gulf Gate Estate neighborhood. A short drive (less than 2 miles) to the white coastal sands of Siesta Key Beach, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Must be at least 25 years old

Guest favorite

Home in Sarasota

4.91 out of 5 average rating, 101 reviews

Peaceful Lakefront Pool Home near Siesta Beach!

Welcome to Sarasota! Come and enjoy our home, 5mins from the beach, 10 mins from downtown, 60 mins from Tampa. Three bedrooms (King/Queen/two Fulls). New kitchen and appliances, two large bathrooms, private yard/garden and pool. WiFi & 3 SmartHDTVs. Towels, linens & soaps provided. Screened lanai by the pool overlooking scenic lake. Peaceful & quite neighborhood. Siesta Key famous for its white sands, beautiful ocean, and lively village scene; is less than 3 miles. See you in Sarasota soon!

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 110 reviews

The Sand Castle- Backyard Oasis Mins from Siesta!

Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring (unheated) 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 ask for! *We're open for business after the hurricane!*

Guest favorite

Condo in Siesta Key

4.96 out of 5 average rating, 295 reviews

WE ARE OPEN—On the Beach; Siesta Key SunBum Studio

WE ARE OPEN POST OCT STORMS :) Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 329 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the heated pool and new luxurious outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully remodeled coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 131 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

Condo in Sarasota

4.89 out of 5 average rating, 109 reviews

6 min. from Siesta Beach+heated pool+lake view

WE HAVE POWER, WATER AND INTERNET .★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment, with gorgeous views and 6 star hospitality!" • 6 min drive from Siesta • Shared heated pool just 100 feets • Lanai with lake view • Fully stocked kitchen • 720 sqft home • pet friendly, no pet fee, no deposit • walking distance Publix, restaurants, bars • 30 min. drive from SRQ Airport • 60 min. drive from Tampa Airport • 8 min. drive from I-75

Superhost

Condo in Siesta Key

4.82 out of 5 average rating, 205 reviews

No Damage: Cozy 1BR Beach Condo on Siesta Key!

Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

Guest favorite

Condo in Sarasota

4.9 out of 5 average rating, 136 reviews

Gateway to Siesta Key - 1/2 mile to the Beach!

Super comfy and newly updated 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from the Gulf of Mexico! Located in a small and quiet complex with very convenient access to the beach as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean, well-kept and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old. Proof of age required.

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 41 reviews

Serene&clean! Prime location! Big,private pool!

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!

Guest favorite

Place to stay in Sarasota

4.95 out of 5 average rating, 185 reviews

Sunshine Inn Paradise

Sunshine Inn Paradise Come as guests, stay as friends, leave as family! Step into your private oasis with a sparkling pool, outdoor shower, and deck surrounded by lush gardens. Whether you’re here to relax or explore, everything you need is here We don’t just offer a place to stay—we offer a place to belong. We can’t wait to welcome you as a guest and see you off as family.