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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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Condo in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized Tempurpedic mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a HD smart TV with cable and apps. Separate bedroom with King size Tempurpedic bed 3 mins walk to Crescent beach access You can walk to a great choice of places to eat and drink Max 2 guests No smoking, pets

Jan 9 – 16

R1,775 ZAR per night

Apartment in Siesta Key

4.99 out of 5 average rating, 141 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

Apr 12 – 19

R8,698 ZAR per night

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

May 3 – 10

R2,513 ZAR per night

Guest suite in Sarasota

4.89 out of 5 average rating, 109 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

Jul 14 – 21

R2,403 ZAR per night

Apartment in Sarasota

4.96 out of 5 average rating, 206 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 14 – 19

R2,557 ZAR per night

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.

Aug 25 – Sep 1

R6,276 ZAR per night

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.

Jun 5 – 12

R2,839 ZAR per night

Apartment in Sarasota

4.97 out of 5 average rating, 94 reviews

Luxury Large Studio, private kitchen and bathroom

Luxury specious furnished attached studio with king size bed, kitchenette and bathroom. Includes: utilities, garbage and Wi-Fi, Netflix, Hulu. There are stairs (3 steps) to get to the house. Private entrance but shared outside area, outside laundry, driveway parking on premises. Located in South Sarasota on one acre, very QUIET and private... resort like setting! Small Pool, gazebo, hammock, beautiful landscaping 10-15 minutes to Siesta Key Beach by car Quiet animal is OK No smoking

May 22 – 29

R1,871 ZAR per night

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 14 – 21

R5,757 ZAR per night

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.

Apr 19 – 26

R3,557 ZAR per night

Guesthouse in Sarasota

4.99 out of 5 average rating, 129 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!

Nov 4 – 11

R2,585 ZAR per night

Home in Sarasota

4.97 out of 5 average rating, 159 reviews

The Palms-Private Heated Pool Hot Tub-5mi to beach

"The Palms" is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms with a screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families or snowbirds to enjoy Florida outdoor living in style!

May 9 – 16

R3,721 ZAR per night

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Popular amenities for Gulf Gate Estates rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Sarasota

4.97 out of 5 average rating, 109 reviews

Gorgeous Home / Heated Pool and Spa

Nov 7 – 14

R6,232 ZAR per night

Home in Sarasota

4.95 out of 5 average rating, 181 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

Aug 29 – Sep 5

R4,108 ZAR per night

Home in Sarasota

4.94 out of 5 average rating, 296 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

Aug 2 – 9

R4,586 ZAR per night

Home in Sarasota

4.81 out of 5 average rating, 107 reviews

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

Dec 12 – 19

R3,583 ZAR per night

Home in Sarasota

4.82 out of 5 average rating, 125 reviews

Vacation Paradise Close to Beach!

Oct 24 – 31

R4,348 ZAR per night

Home in Sarasota

4.93 out of 5 average rating, 106 reviews

Lake Front House with a Pool

Oct 13 – 20

R4,095 ZAR per night

Home in Sarasota

5.0 out of 5 average rating, 24 reviews

Beautiful Pool Home minutes from Siesta Key

Aug 11 – 18

R5,806 ZAR per night

Home in Sarasota

4.94 out of 5 average rating, 71 reviews

Beautiful Home Near Siesta Key With Heated Pool

May 11 – 18

R4,296 ZAR per night

Condo rentals with a pool

Condo in Sarasota

4.97 out of 5 average rating, 166 reviews

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

Dec 7 – 14

R3,338 ZAR per night

Condo in Siesta Key

4.96 out of 5 average rating, 275 reviews

On the Beach; Siesta Key SunBum Studio

Mar 9 – 16

R8,785 ZAR per night

Condo in Sarasota

4.96 out of 5 average rating, 120 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

Dec 11 – 18

R2,925 ZAR per night

Condo in Sarasota

4.95 out of 5 average rating, 123 reviews

Cozy Beach Side 1BD/2BA, Walk to Beach & Pool

Sep 13 – 20

R3,927 ZAR per night

Condo in Siesta Key

4.85 out of 5 average rating, 131 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

Aug 21 – 28

R2,879 ZAR per night

Condo in Sarasota

4.92 out of 5 average rating, 122 reviews

Beachside Siesta Key Cottage steps from the ocean

Jul 16 – 23

R4,794 ZAR per night

Condo in Siesta Key

4.92 out of 5 average rating, 130 reviews

*A Stones Throw from #1 Voted Siesta Key Beach*

May 24 – 31

R5,509 ZAR per night

Condo in Bradenton

4.94 out of 5 average rating, 108 reviews

Newly remodeled cozy 2 bed/2.5 bath townhome

Sep 19 – 26

R2,791 ZAR per night

Quick stats about vacation rentals with a pool in Gulf Gate Estates

Total rentals
260 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
7K reviews
Nightly prices starting at
R752 ZAR before taxes and fees

Destinations to explore