Holiday rentals with a pool in Longboat Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Longboat Key
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key rentals with a pool
House rentals with a pool
Home in Bradenton Beach
Paradise! Steps2 Private Beach & Tropical Yard!
Home in Sarasota
☀Coastal Gem☀Heated pool & amazing location!☀
Home in Bradenton
Endless Outdoor FUN! Pool/Spa/Golf/Games/Near IMG
Home in Holmes Beach
Sea AMI
Home in Longboat Key
Zilli Villa, a 2,000 sf home right on the beach.
Home in Anna Maria
Pirates Bay by Beach Boutique Rentals
Home in Anna Maria
Steps to the Beach! Pool/spa! Golf Cart Included!!
Home in Holmes Beach
Tip’Sea Turtle Anna Maria island
Apartment rentals with a pool
Apartment in Siesta Key
Siesta Key Beach Community!
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
Apartment in Bradenton
Shorewalk full condo IMG Beaches Anna Maria
Apartment in Treasure Island
Funshine Pointe Capri - Pool on the Intercoastal!
Apartment in Holmes Beach
Beach Escape - Make Memories on Anna Maria Island!
Apartment in Holmes Beach
Blanco at Sunset Villas on Anna Maria Island
Apartment in Siesta Key
Siesta Key Condo. Checkout our great rates!
Apartment in Siesta Key
Sea Club 2 Condo Siesta Key
Quick stats about holiday rentals with a pool in Longboat Key
Total rentals
650 properties
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
490 properties are a good fit for families
Total number of reviews
6.6K reviews
Nightly prices starting at
£31 before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Naples Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with pools Tampa
- Rentals with outdoor seating Longboat Key
- Beachfront rentals Longboat Key
- Rentals with a hot tub Longboat Key
- Monthly Rentals Longboat Key
- Beach house rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Townhouse rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Apartment rentals Longboat Key
- Family-friendly rentals Longboat Key
- Rentals with lake access Longboat Key
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Beach apartment rentals Longboat Key
- Flat rentals Longboat Key
- Rentals with beach access Longboat Key
- Fitness-friendly rentals Longboat Key
- Waterfront rentals Longboat Key
- Rentals with a patio Longboat Key
- House rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Rentals with pools Manatee County
- 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