Holiday rentals with a pool in Gulf Gate Estates

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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 favourite

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

14–21 Dec

$874 NZD per night

Guest favourite

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!

5–12 Aug

$501 NZD per night

Superhost

Condo in Sarasota

4.84 out of 5 average rating, 43 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

17–24 Nov

$295 NZD per night

Guest favourite

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.

15–20 Jun

$271 NZD per night

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 207 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.

15–22 Jun

$694 NZD per night

Guest favourite

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.

28 Nov – 5 Dec

$597 NZD 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

28 Nov – 5 Dec

$314 NZD per night

Guest favourite

Condo in Sarasota

4.89 out of 5 average rating, 128 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.

8–15 Nov

$324 NZD per night

Superhost

Cottage in Siesta Key

4.84 out of 5 average rating, 133 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, stocked with everything but your clothes and toothbrush.

17–24 Aug

$299 NZD per night

Guest favourite

Guesthouse in Sarasota

4.99 out of 5 average rating, 131 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

15–22 Aug

$266 NZD per night

Guest favourite

Home in Sarasota

5.0 out of 5 average rating, 24 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.

11–18 Aug

$615 NZD per night

Guest favourite

Condo in Sarasota

4.97 out of 5 average rating, 166 reviews

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

Beautiful and comfy 2 bedroom/2 bathroom condo that sleeps 4. The condo is located only 1/2 mile from the Gulf Of Mexico. Spacious, comfortable, in a small & quiet complex that provides easy access to restaurants and stores on or off Siesta Key. You'll get super easy Siesta Key access (3 min drive/20 min walk) at a very affordable price in a perfect location to avoid traffic and enjoy the rest of Sarasota when you're not at the beach.

7–14 Aug

$303 NZD per night