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 Wildwood
4.95 out of 5 average rating, 19 reviewsVilla in The Villages Great Location
19–26 Sept
Home in The Villages
4.98 out of 5 average rating, 50 reviewsLAVISH Private House w/ King Bed Suites, Remodeled
12–19 Nov
Home in The Villages
4.91 out of 5 average rating, 34 reviewsSunny Daze Inn with Golf Cart!
27 May – 3 Jun
Home in The Villages
5.0 out of 5 average rating, 7 reviewsCentral Villages w/ Golf Cart
11–18 Aug
Home in The Villages
4.91 out of 5 average rating, 33 reviewsVillage of Rio Grande, El Lobo The Villages, FL
17–24 Aug
Home in Lady Lake
5.0 out of 5 average rating, 7 reviewsHome inThe Villages
29 Sept – 6 Oct
Home in Wildwood
4.98 out of 5 average rating, 49 reviewsNew home in the new part of the villages.
31 Aug – 7 Sept
Home in The Villages
4.92 out of 5 average rating, 51 reviewsAvailability starting in May! Free Golf Cart!
19–26 Jul
Apartment rentals with a pool
Apartment in Hernando
4.94 out of 5 average rating, 18 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
17–24 Dec
Apartment in Inverness
5.0 out of 5 average rating, 17 reviewsGray Heron Victorian Townhouse
15–22 Aug
Apartment in Inverness
4.89 out of 5 average rating, 35 reviewsCypress Cove Waterfront Townhome
12–19 Sept
Apartment in Clermont
4.67 out of 5 average rating, 12 reviewsSunny Clermont Retreat ~ 20 Mi to Disney World!
6–13 Dec
Apartment in Kissimmee
Beautiful 1 Bedroom Standard Villa Close To Disney
1–8 Sept
Apartment in Kissimmee
Beautiful 1 Bedroom Grand Villa Close To Disney
28 Jun – 5 Jul
Apartment in Kissimmee
Beautiful 2 Bedroom Grand Villa close to Disney
2–9 Jun
Home rentals with a private pool
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
31 Aug – 7 Sept
Home in Inverness
Gorgeous Vacation Home Ciska
18–25 May
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
4–11 Aug
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
26 Sept – 3 Oct
Home in Inverness
Vacation Home with a Stunning View - 870
13–20 Sept
Home in Inverness
Family Villa Bettina - Recently Remodeled
16–23 Jun
Villa in Inverness
North Foxrun Terrace Villa 1512
27 Aug – 3 Sept
Villa in Inverness
North Timucuan Trail Villa 1208
8–15 Jun
Quick stats about holiday 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
£32 before taxes and fees
Destinations to explore
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