
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.

Quirky & Quiet w/ Heated Pool- 2 mi to Siesta Key!
🎉 Stay 7 Nights & Save 10%! More fun, less bucks! 🌴Atomic Oasis 🚀 Take a beat — relax, recharge, & have fun in this peaceful, MCM-inspired private, heated saltwater pool vacation rental just minutes from Siesta Key. Simpler times await (without giving up Wi-Fi)! 📍Prime Sarasota Location • 2 mi to Siesta Key • 1 mi to Gulf Gate dining & shops • 7 mi to Downtown ⭐ Beach & pool gear included ⭐ King + Queen beds ⭐ Quiet neighborhood ⭐ Fast Wi-Fi & workspace ⭐ Family, eco & sensory-friendly

New Renovation 4bd 2bth Pool 3mi from Siesta Beach
Newly Renovated, spacious home with heated private pool, just minutes away from #1 Beach in the USA - Siesta Key Beach. This house is conveniently located in Gulf Gate area, which allows a very short drive to Siesta Beach, Grocery stores, and dining. 4bedroom, 2 bathroom, spacious backyard, lots of parking space. Grill, propane, beach supplies, basic kitchen tools, keurig coffee pot with k-cups and drip, TV in every bedroom, all for your convenience while you are staying in our home! NO PARTY!

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,

Your private retreat near Siesta Key Beach.
Welcome to your private Retreat! Nestled at the end of a quiet dead-end street. This distinguished 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. Must be at least 25 years old

Pristine, modern, with pool & 10 mins from Siesta
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

The Bradford Cottage/Heated Pool /Mins to Siesta
If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

December Special! First 3 weeks only $150/night!
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.

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool
Kick back, relax & enjoy Siesta Key! Brand newly remodeled in Sept 22 this studio sleeps 4 people in 2 queen beds side by side. Located in “Solitude Suites on Siesta Key” resort, this Waterview Suite is sure to please you! Enjoy your ground floor studio with a kitchenette, and full bathroom. Right outside your door is the resort with shared access to: the community pool, Tiki hut with ping pong table, bbq grills, and the boat dock with free kayaks & SUPs for your use! Max 4 occupants.

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.

Anchor house +6 min. from Siesta Beach+heated pool
★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key Heated Pool! Welcome to your perfect Sarasota getaway! This 600 sq. ft. pet-friendly home offers a heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!
Popular amenities for Gulf Gate Estates rentals with a pool
House rentals with a pool

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

Luxurious Private Retreat - Your Siesta Key Oasis!

Sandy Feet Retreat | Private Pool + Ping Pong!

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

Coastal Home in Sarasota-8min from Siesta Key

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Take a Siesta off Bahia Vista

Spectacular Sunsets! 15 min Siesta Key!
Apartment rentals with a pool

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

Cozy 1BR Beach Condo on Siesta Key!

The Honeymoon Suite on Siesta Key Beach

LIDO KEY 1 BR/1Bath Heated Pool 16

On the Beach; Siesta Key SunBum Studio

Gateway Siesta Key Beach

Siesta Key Beach Front Condo

Cottage on Siesta Key Beachside & Stunning sunsets
Other holiday rentals with a pool

Great Rates! Sunny Sarasota Villa! W/ 2 bicycles!

Beechwood Suites A

Waterfront Retreat | Heated Pool & Boat Dock

Siesta Key, Luxurious House W/ Heated Pool

Resort-Style Vacation Villa

Updated condo minutes to Siesta Key Beach

Private Heated Saltwater Pool & Spa 1 mi to Beach

Siesta Sands Serenity
When is the best time to visit Gulf Gate Estates?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 SGD | $337 SGD | $358 SGD | $307 SGD | $276 SGD | $277 SGD | $281 SGD | $259 SGD | $241 SGD | $252 SGD | $260 SGD | $288 SGD |
| 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 120 holiday rentals in Gulf Gate Estates

Nightly prices starting at
Gulf Gate Estates holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 3,820 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
80 properties have a dedicated workspace

Wifi availability
120 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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Manasota Key Beach
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks
- Don CeSar Hotel




