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

Apartment in Siesta Key

4.99 out of 5 average rating, 142 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

Beautiful Apartment w/ Hotel Services, at Siesta Key Beach. Totally remodeled. Fully equipped to spend the best holidays with family or friends. Condo hotel, on the best beach in Siesta. Beach pool, shade pool (heated), gym, 3 tennis courts on site (2 clay, 1 hard) and 2 pickle ball courts. Master bedroom with King bed. The Mattress is a SAATVA ORGANIC. 2nd room with 2 single beds, and a queen sofa bed, in the living room. Pack n Play 600 MB Wifi. HD TV. 70” Smart TV Nesspreso, Keurig Machines

Dec 7 – 14

G$94,723 GYD per night

Guest favorite

Home in Sarasota

4.91 out of 5 average rating, 100 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!

Jul 31 – Aug 7

G$52,806 GYD per night

Superhost

Condo in Sarasota

4.83 out of 5 average rating, 42 reviews

Azure escape

Welcome to Anita's stylish and clean home, where modern comfort meets an excellent location. Enjoy the well-equipped kitchen,beach accessories and comfortable beds in this peaceful apartment, which is close to beaches and restaurants. With quick responses, personal attention and all the necessary comforts - choose Anita's place for a carefree relaxation! Explore Sarasota, where the sunset on the most beautiful beach in the world always arrives on time and it's only 6 minutes drive from the condo

Nov 12 – 19

G$29,654 GYD per night

Guest favorite

Guest suite in Sarasota

4.89 out of 5 average rating, 110 reviews

Downtown privacy, beaches and nightlife all around

For the couple (or individual) who wants a fabulous private home and is in a centrally-located space in downtown Sarasota. Where the beaches meet the nightlife (Legacy Trail is 5 short blocks away, pickle ball 3 and Robarts Arena 2), this separate In-Law Suite has its own entrance, private patio and lots of space (1,000 sq. feet). 2 bikes and beach items for use are: chairs, umbrellas, noodles and coolers. The washer/dryer is attached, high-speed internet/cable; there is a gas grill, 2 tvs

Jun 26 – Jul 3

G$25,145 GYD per night

Guest favorite

Apartment in Sarasota

4.96 out of 5 average rating, 207 reviews

Private 2 Bedroom Suite with Kitchenette

A lovely private suite, attached to our home, consisting of 2 bedrooms, bath, and kitchenette/dining area. Features a private entrance and use of our family pool, lanai & sauna. Located close to I75, and minutes away from Nathan Benderson Park, and the Mall at University Town Center where you'll find many shopping & eating options. You will also be only 12 miles from the beautiful white sand beach of Siesta Key with all of the activities it affords. Located in a family friendly neighborhood.

Jun 15 – 20

G$27,814 GYD per night

Superhost

Condo in Siesta Key

4.83 out of 5 average rating, 236 reviews

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks

We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

G$34,577 GYD per night

Guest favorite

Home in Sarasota

4.97 out of 5 average rating, 206 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. Beautifully appointed, 3 bedroom, 2 bath, heated pool home 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.

Oct 11 – 18

G$67,391 GYD per night

Guest favorite

Home in Sarasota

4.81 out of 5 average rating, 107 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

Sep 26 – Oct 3

G$34,681 GYD per night

Guest favorite

Apartment in Sarasota

4.94 out of 5 average rating, 133 reviews

Super Clean! 2/2 condo Walk to SKey!

2 bedroom condo very close to Siesta Key (3 min. drive or 20 min. walk). All updated (including all new flooring and bathroom tiles since these photos)! Even nicer than before! Have it all: Spacious condo in a peaceful setting. Just a few minutes drive over the south bridge to Siesta Key. Walking distance to great restaurants and shops on and off the key. Everything is within easy access by walking, car, bike, or free beach shuttle service. Come enjoy everything Sarasota has to offer.

Sep 21 – 28

G$30,875 GYD per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 125 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.

Nov 17 – 24

G$62,648 GYD per night

Superhost

Apartment in Sarasota

4.89 out of 5 average rating, 19 reviews

Siesta Key! Sun, Sand & Glitter! SRQ

A unique space located in beautiful Sarasota, just 10 min from Siesta Key Beach, and only 4 min from Crescent Beach! -Walking distance to Publix (Floridas favorite Grocery Store), and just 15 min from downtown. Sarasota is the perfect mix of "beach life meets the Ritz." Here you'll find art, culture, dining, entertainment and relaxation. Our space is no different, think "eclectic meets conservative." God blessed this home and we pray it blesses your stay. -In Jesus name

Dec 28 – Jan 4

G$33,527 GYD per night

Guest favorite

Condo in Sarasota

4.89 out of 5 average rating, 127 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.

Sep 4 – 11

G$30,342 GYD per night