
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.

Bay Breeze Cottage Min to Siesta Key Heated Pool
Get comfortable and enjoy your vacation at our spacious three bedroom two bath house close to fine dining and great shopping. The famous Siesta Key beach is only two miles away, or enjoy our beautiful pool at the house. The pool is heated in the winter months, so swimming is optional year round here. We have a gas grill or if cooking is not your choice, there are lots of restaurants only a few minutes away. Sarasota is a wonderful place to bring the whole family to vacation or a getaway for two.

Sarasota Pool Home| Hot-tub| 2-miles to Siesta
Step into coastal comfort at The Turquoise Turtle, a charming Sarasota retreat just two miles from Siesta Key Beach. This cozy home features a bright open layout with a fully equipped kitchen, stylish living area, and three comfortable bedrooms designed for restful nights. The true highlight awaits outdoors—a private backyard oasis with a heated pool, hot tub, lounge chairs, and a covered lanai with grill, perfect for sunny days and starry evenings. With its thoughtful details, modern amenities,

3 bedroom Heated salt water pool close to Siesta
Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

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

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

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

Heated&Renovated Pool•Beach Retreat•15m to 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.

Private Heated Saltwater Pool & Spa 1 mi to Beach
Welcome to Salty Palms Pool House. Your family will be close to everything when you stay at this CLEAN modern completely remodeled home 2024 only 1 mile off the sand of Siesta Key Beach. The backyard offers a private resort like oasis with a heated saltwater pool & spa, modern fire pit, heated outdoor shower and BBQ grill. New fully stocked kitchen with Quartz countertops, beverage fridge, all new appliances, & coffee bar. Smart TV and Fans in every room. W&D, Tankless h20 heater.

Mid-Century Oasis with Pool in Arlington Park 1
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

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.

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 🌴☀️

Pool home- Duplex - 5 minutes to Siesta Key Beach
Brand-new modern 2 bedroom suite. Private entrance and access to a large shared backyard with in-ground pool, 2 pergola's, fire-pit and beach gear included! Just 10 minutes drive to Siesta Key Beach and restaurants nearby. This private unit can be booked on its own, or book the entire house if available. There is a steel door separation that locks-out the other side of the house. Sorry, we have a no-pets policy
Popular amenities for Gulf Gate Estates rentals with a pool
House rentals with a pool

The Sand Castle - Backyard Oasis Mins from Siesta!

1.5mi to South SiEsta Key Bridge, Free Heated Pool

Luxury Waterfront Home in Sarasota w/ Pool & Dock

Private Pool Paradise by Siesta Key

Private Home near Siesta Key

ON SALE - Pool | Fire Pit | 7 miles to Siesta Key

Intercostal Oasis

Florida Oasis Fully Equipped • 12 Min to Beaches
Apartment rentals with a pool

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

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Siesta Key Ground Floor Condo 2BR On Trolley Line

Lake View 1BR Condo | Heated Pool Near Siesta

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Cottage on Siesta Key Beachside & Stunning sunsets

The Seashell Cottage with peaceful water views!
Other holiday rentals with a pool

Pool House lots of Wonderful Wildlife

Sarasota Luxury house, 3BD, Siesta Key Beach

The Gecko House - Family Friendly

Coastal Home in Sarasota-8min from Siesta Key

Charming Poolhouse · 1BR · Close to Siesta

Cozy Getaway Home near Siesta Key Beach

Modern, Walkable, Updated, Private.

Siesta Key | Heated Pool | Sauna | Family & Pets
When is the best time to visit Gulf Gate Estates?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €189 | €253 | €249 | €201 | €181 | €182 | €184 | €170 | €158 | €159 | €170 | €194 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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 €43 per night before taxes and fees

Verified guest reviews
Over 4,090 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 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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