Vacation rentals with a pool in The Villages
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Villages
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 The Villages rentals with a pool
House rentals with a pool
Home in The Villages
4.99 out of 5 average rating, 111 reviewsWhole House 3 Bedroom (sleeps 10) in The Villages
Home in The Villages
4.95 out of 5 average rating, 55 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
Home in The Villages
4.93 out of 5 average rating, 46 reviewsKingBed w/Cart
Home in Wildwood
4.95 out of 5 average rating, 21 reviewsVilla in The Villages Great Location
Home in Wildwood
4.93 out of 5 average rating, 30 reviewsJune Rates Reduced 2/2 in Village of Citrus Grove
Home in The Villages
4.92 out of 5 average rating, 52 reviewsAvailability starting in May! Free Golf Cart!
Home in The Villages
5.0 out of 5 average rating, 35 reviewsParadise with private pool.
Home in Wildwood
4.98 out of 5 average rating, 51 reviewsNew home in the new part of the villages.
Condo rentals with a pool
Condo in Orlando
4.81 out of 5 average rating, 346 reviewsLuxury Apt on I-Drive & view of Universal Orlando
Condo in Orlando
4.9 out of 5 average rating, 154 reviewsHuge/Terrace Studio. Universal Studios Area.
Condo in Orlando
4.82 out of 5 average rating, 397 reviewsModern Studio with Private Terrace near Universal
Condo in Orlando
4.87 out of 5 average rating, 397 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
Condo in Orlando
4.89 out of 5 average rating, 111 reviewsThe Point Hotel & Suites - 705H Luxury - Pool View
Condo in Orlando
4.91 out of 5 average rating, 411 reviewsCozy Cay 2BR 4beds *low cleaning fee for May
Condo in Orlando
4.89 out of 5 average rating, 105 reviewsModern Studio on I-Drive
Condo in Orlando
4.95 out of 5 average rating, 103 reviewsVCR2-402 Brand New Apartment - Convention Center
Home rentals with a private pool
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Condo in Orlando
7-301 3 Bedroom Condo
Condo in Orlando
Luxury Oasis
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Home in Inverness
Gorgeous Vacation Home Ciska
Home in Inverness
Family Villa Bettina - Recently Remodeled
Home in Inverness
Vacation Home with a Stunning View - 870
Villa in Inverness
North Foxrun Terrace Villa 1512
Quick stats about vacation rentals with a pool in The Villages
Total rentals
350 properties
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
310 properties are a good fit for families
Total number of reviews
6.4K reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
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- Rentals with pools United States
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