
Vacation rentals with a pool in Sarasota
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Sarasota

Total vacation rentals
Explore 1,100 vacation rentals in Sarasota

Nightly prices starting at
Sarasota vacation rentals start at €9 per night before taxes and fees

Verified guest reviews
Over 36,620 verified reviews to help you choose

Family-friendly vacation rentals
930 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 410 rentals that welcome pets

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wi-Fi availability
1,100 of Sarasota vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sarasota rentals

4.9 Average rating
Sarasota stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Sarasota's top spots, include Bayfront Park, Marie Selby Botanical Gardens, and Sarasota Jungle Gardens
Top-rated rentals with a pool in Sarasota
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sunshine House, near Downtown, Legacy Trail, Beach
Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

ROYS PLACE private, tropical, romantic paradise.
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

Tiki Bar Paradise! Heated Pool & Gaming Oasis!
Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

The Blessing House- Htd Pool/Spa, Close to Beaches
Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

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.

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Luxury Pool Family Paradise-Siesta Key Beach/DT
Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

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.

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Modern Home Heated Pool near Siesta & Downtown
Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!

Sun Coast Oasis-Heated Pool-Pool Table-Arcade
Welcome to Sun Coast Oasis, a family-friendly Sarasota retreat designed for fun and relaxation. Enjoy a private heated pool, spacious game room, pool table lounge, outdoor hammocks, BBQ area, and a dedicated kids’ room. Perfect for families and groups looking to unwind and make lasting memories. Just 8 minutes from Siesta Key Beach and a short drive to Sarasota’s best dining, shopping, and attractions.
Popular amenities for Sarasota rentals with a pool
House rentals with a pool

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

The Palms Away

Coastal Home in Sarasota-8min from Siesta Key

Serenity Springs | Heated Pool+Waterfall+Roof Deck

The Wisteria Oasis W/swings, heated pool & hot tub

The Coral Cottage-heated pool, Siesta beach 15 min

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

NEW! Renovated Pool Home Mins 2 Siesta Key Beach
Condo rentals with a pool

The Beach Condo #107 Beachfront Full View

LIDO KEY 1 BR/1Bath Heated Pool 16

On the Beach; Siesta Key SunBum Studio

Siesta Key Oasis with Gulf Views

Comfy Siesta Key Condo

Lake View 1BR Condo | Heated Pool Near Siesta

Beachwalk Townhouse with view of Gulf of Mexico

Island Time: Discounted August & September!
Other vacation rentals with a pool

The Siesta Key Retreat - An Island Garden Oasis!

Luxury 3B/3B waterfront home w/ pool + boat access

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

Sarasota Retreat/Beaches/Pool/8.5mi. to Siesta Key

Guest House with Hot tub & Heated Pool

Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

Beautiful Florida Bungalow: 26-VR-000046
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €210 | €272 | €282 | €221 | €190 | €194 | €174 | €165 | €155 | €159 | €174 | €198 |
| 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 |
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- Anna Maria Island
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Img Academy
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