Vacation rentals with a pool in Leesburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Leesburg
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 Leesburg rentals with a pool
House rentals with a pool
Home in Minneola
4.98 out of 5 average rating, 111 reviewsSpacious Home ~ Heated LED Pool & Ping Pong
Home in The Villages
4.94 out of 5 average rating, 107 reviews2/2 custom pool home with 4 person gas golf cart
Home in The Villages
4.91 out of 5 average rating, 22 reviewsTHE Villages, FL 3/2 Home Pet Friendly Furnished
Home in Wildwood
4.98 out of 5 average rating, 49 reviewsNew home in the new part of the villages.
Home in The Villages
4.91 out of 5 average rating, 23 reviewsBeautiful Designer Home in The Villages Fl
Home in The Villages
5.0 out of 5 average rating, 29 reviewsNew Luxury Home-Pool-Waterfront View-3 King Suites
Home in Wildwood
4.95 out of 5 average rating, 19 reviewsVilla in The Villages Great Location
Home in The Villages
5.0 out of 5 average rating, 33 reviewsParadise with private pool.
Condo rentals with a pool
Condo in Four Corners
4.86 out of 5 average rating, 107 reviews"Ocean's Gate" - 2BD/2BA condo near Disney
Condo in Kissimmee
4.92 out of 5 average rating, 264 reviewsBeautiful Beach Style Condo minutes from Disney
Condo in Davenport
4.91 out of 5 average rating, 211 reviews3/2 King Bed Apartment near Disney Universal
Condo in Orlando
4.87 out of 5 average rating, 200 reviewsAirbnb's Choice- Best at Blue Heron- Stunning View
Condo in Davenport
4.84 out of 5 average rating, 141 reviewsFull Service Gated Resort, Close to Disney & MCO!
Condo in Kissimmee
4.79 out of 5 average rating, 153 reviewsMickey's Retreat
Condo in Kissimmee
4.98 out of 5 average rating, 290 reviewsGorgeous❤️ Pool & Lake View Condo near Disney Parks
Condo in Kissimmee
4.94 out of 5 average rating, 161 reviewsLike Home Family Getaway
Home rentals with a private pool
Townhouse in Kissimmee
4.83 out of 5 average rating, 191 reviewsBeach House with Private Pool and Clubhouse near Disney
Townhouse in Kissimmee
4.88 out of 5 average rating, 128 reviewsStellar Five Bedroom Townhome Under Ten Minutes to Disney
Home in Davenport
4.97 out of 5 average rating, 97 reviewsAiry, Stylish Home with Pool Heat Included in Davenport
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Villa in Kissimmee
4.79 out of 5 average rating, 223 reviewsVisit Disney World from a Sunny Home with a Pool
Home in Davenport
4.75 out of 5 average rating, 4 reviewsLuxurious 8br Palms Villa Pool Home-Champions Gate
Home in Davenport
4.61 out of 5 average rating, 23 reviewsSolterra Resort 7br Family Home Pool Near Disney
Villa in Davenport
4.67 out of 5 average rating, 6 reviewsAmazing Dream Solterra Villa -Disney/club/pool/spa
Quick stats about vacation rentals with a pool in Leesburg
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
660 reviews
Nightly prices starting at
$50 before taxes and fees
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