Holiday 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.
Holiday 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
4.8 out of 5 average rating, 69 reviewsYOUR SLICE OF HEAVEN ENJOY THE VILLAGES FL ALL NEW
Home in The Villages
4.91 out of 5 average rating, 68 reviewsUpdated, 2 King Beds, Golf Cart, Location!
Home in Lady Lake
4.97 out of 5 average rating, 30 reviewsThe Villages, De La Vista West 1762
Home in The Villages
4.94 out of 5 average rating, 50 reviewsKingBed w/Cart
Home in The Villages
4.91 out of 5 average rating, 34 reviewsVillage of Rio Grande, El Lobo The Villages, FL
Home in Wildwood
4.93 out of 5 average rating, 61 reviewsNew, private pool getaway in The Villages, FL
Home in The Villages
4.92 out of 5 average rating, 13 reviewsVacation in luxury at Margarita House!
Home in The Villages
4.94 out of 5 average rating, 16 reviewsPet Friendly in the Villages!
Condo rentals with a pool
Condo in Clermont
4.69 out of 5 average rating, 16 reviewsSunny Clermont Retreat ~ 20 Mi to Disney World!
Condo in Kissimmee
Beautiful 1 Bedroom Standard Villa Close To Disney
Condo in Inverness
4.87 out of 5 average rating, 45 reviewsCypress Cove Waterfront Townhome
Condo in Inverness
5 out of 5 average rating, 29 reviewsGray Heron Victorian Townhouse
Condo in Kissimmee
Beautiful 2 Bedroom Grand Villa close to Disney
Condo in Kissimmee
Beautiful 1 Bedroom Grand Villa Close To Disney
Home rentals with a private pool
Villa in Inverness
North Timucuan Trail Villa 1208
Home in Inverness
Family Villa Bettina - Recently Remodeled
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Home in Inverness
Gorgeous Vacation Home Ciska
Home in Hernando
Four Bedroom Comfort Villa 4668
Home in Inverness
Vacation Home with a Stunning View - 870
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Quick stats about holiday rentals with a pool in The Villages
Total rentals
450 properties
Nightly prices starting at
$64 NZD before taxes and fees
Total number of reviews
6.7K reviews
Family-friendly rentals
420 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools United States
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