Vacation rentals with a pool in Sarasota County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sarasota County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota County rentals with a pool
House rentals with a pool
Home in Sarasota
4.97 out of 5 average rating, 103 reviewsSunshine House, close to Downtown Sarasota
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Home in Sarasota
4.97 out of 5 average rating, 210 reviewsYour private retreat near Siesta Key Beach.
Home in Venice
4.91 out of 5 average rating, 167 reviewsVacation Rental with private swimming pool
Home in Sarasota
4.91 out of 5 average rating, 111 reviewsCharming Sarasota Home with Pool!
Home in Sarasota
4.86 out of 5 average rating, 152 reviewsBeaches, Shopping, Sculling-Sarasota is calling!
Home in North Port
4.99 out of 5 average rating, 96 reviewsGorgeous Cozy Pool Villa in Sarasota County, Fl
Home in Sarasota
4.96 out of 5 average rating, 55 reviewsRhodes Retreat - Beautiful Pool and Backyard Space
Condo rentals with a pool
Condo in Venice
4.87 out of 5 average rating, 145 reviewsThe Studio at the Beach 56
Condo in Venice
4.82 out of 5 average rating, 226 reviewsUpdated beachy condo - ready for you!
Condo in Sarasota
4.97 out of 5 average rating, 169 reviewsGateway to Siesta Key - 1/2 Mile to the Beach
Condo in Siesta Key
4.93 out of 5 average rating, 182 reviewsSiesta key getaway!
Condo in Sarasota
4.95 out of 5 average rating, 190 reviewsNewly Renovated + Washer/Dryer- Walk everywhere!
Condo in Sarasota
4.83 out of 5 average rating, 149 reviewsBest Gulf Coast Condo in Siesta Key
Condo in Sarasota
4.91 out of 5 average rating, 124 reviewsBeachside Siesta Key Cottage steps from the ocean
Condo in Longboat Key
4.97 out of 5 average rating, 152 reviewsNew Availability: Sun, June 9th & Mon, June 10th!
Destinations to explore
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with pools Tampa
- Guesthouse rentals Sarasota County
- Monthly Rentals Sarasota County
- Rentals with a kayak Sarasota County
- Tiny house rentals Sarasota County
- Rentals with a fireplace Sarasota County
- Rentals with an accessible height toilet Sarasota County
- Luxury rentals Sarasota County
- Private suite rentals Sarasota County
- Wheelchair accessible rentals Sarasota County
- Rentals with an EV charger Sarasota County
- Bungalow rentals Sarasota County
- Apartment rentals Sarasota County
- Kid-friendly rentals Sarasota County
- Rentals with a washer and dryer Sarasota County
- Townhouse rentals Sarasota County
- Cottage rentals Sarasota County
- Villa rentals Sarasota County
- Smoking-friendly rentals Sarasota County
- Rentals with outdoor seating Sarasota County
- Family-friendly rentals Sarasota County
- Rentals with breakfast Sarasota County
- Waterfront rentals Sarasota County
- Hotel rentals Sarasota County
- Rentals with lake access Sarasota County
- Fitness-friendly rentals Sarasota County
- House rentals Sarasota County
- Rentals with a fire pit Sarasota County
- Boutique hotel rentals Sarasota County
- Pet-friendly rentals Sarasota County
- Rentals with beach access Sarasota County
- Rentals with an accessible height bed Sarasota County
- Condo rentals Sarasota County
- Rentals with a patio Sarasota County
- Beachfront rentals Sarasota County
- Rentals with a hot tub Sarasota County
- Resort rentals Sarasota County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes