
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.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace
4.89 out of 5 average rating, 107 reviews
Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164
4.91 out of 5 average rating, 138 reviews
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.
4.97 out of 5 average rating, 178 reviews
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.
4.94 out of 5 average rating, 100 reviews
Heated Pool Oasis 3BR/2BA near Siesta Key Beach
Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.
4.98 out of 5 average rating, 162 reviews
Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA
Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in 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 the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!
4.96 out of 5 average rating, 149 reviews
1 House 1400sq. ft. 12 min from Siesta Key!
12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.
4.8 out of 5 average rating, 185 reviews
Gorgeous renovation with pool, minutes from beach
Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi
4.88 out of 5 average rating, 101 reviews
Casa Cruz-3RM/2BA w/Heated Salt Water Pool
You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!
4.95 out of 5 average rating, 116 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!
4.99 out of 5 average rating, 159 reviews
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
4.98 out of 5 average rating, 128 reviews
Central Downtown Apartment with Pool and Gym
Stay in the heart of downtown in this stylish 2 bed, 2 bath apartment. Enjoy a bright open layout, fully equipped kitchen, cozy living area, and two comfortable bedrooms including a private primary suite. Building amenities include a sparkling pool with games and fully equipped gym. Walk to top restaurants, shops, and nightlife. Perfect for business trips or weekend getaways!
4.87 out of 5 average rating, 206 reviewsPopular amenities for Sarasota rentals with a pool
House rentals with a pool

Sunshine House, near Downtown, Legacy Trail, Beach
4.98 out of 5 average rating, 132 reviews
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
5.0 out of 5 average rating, 107 reviews
Oasis by Siesta Key Beach and Downtown SRQ w/pool
4.94 out of 5 average rating, 140 reviews
The Blessing House- Htd Pool/Spa, Close to Beaches
5.0 out of 5 average rating, 117 reviews
Stylish 6 Bed Pool Home with Golf Simulator & Spa
4.85 out of 5 average rating, 107 reviews
Retreat by the Bay-Heated Saltwater Pool
4.95 out of 5 average rating, 110 reviews
Heated pool & Infrared Sauna, 2 min to beach
4.98 out of 5 average rating, 101 reviews
The Cottage At Central Park
4.95 out of 5 average rating, 554 reviewsCondo rentals with a pool

Cottage on Siesta Key Beachside & Stunning sunsets
4.92 out of 5 average rating, 170 reviews
Crystal House on Siesta Key Beach
4.88 out of 5 average rating, 146 reviews
Breathtaking Beachfront Views in Siesta Key
5.0 out of 5 average rating, 103 reviews
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
4.88 out of 5 average rating, 175 reviews
Beachfront Resort, Ocean View, Pool, Tennis, Gym
4.9 out of 5 average rating, 238 reviews
Beachwalk Townhouse with view of Gulf of Mexico
4.79 out of 5 average rating, 109 reviews
Island Time: Open Sept 13th - 16th!
4.98 out of 5 average rating, 253 reviews
LIDO KEY 1 BR/1Bath Heated Pool 16
4.82 out of 5 average rating, 152 reviewsOther vacation rentals with a pool

Good Vibrations Home
5.0 out of 5 average rating, 17 reviews
Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta
4.98 out of 5 average rating, 50 reviews
Private Heated Pool, 8.5mi to Siesta Key Beach
5.0 out of 5 average rating, 21 reviews
Luxury Lido Key Heated Pool & Game Room
4.97 out of 5 average rating, 33 reviews
Private Heated Pool Retreat for Two Families
4.95 out of 5 average rating, 63 reviews
Bohemian Inspired Villa with Golf Cart and SUV
4.88 out of 5 average rating, 67 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 13 reviews
Stylish Pool Home 4BR Near Siesta Key "Palm Noir"
5.0 out of 5 average rating, 16 reviewsWhen is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €209 | €271 | €280 | €220 | €189 | €193 | €173 | €164 | €154 | €158 | €173 | €197 |
| 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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