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
5.0 out of 5 average rating, 7 reviewsCentral Villages w/ Golf Cart
29 Nov – 6 Dec
Home in The Villages
4.94 out of 5 average rating, 52 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
15–22 Oct
Home in The Villages
5.0 out of 5 average rating, 9 reviewsThe Villages Golf Pickle Pools Music Golf Cart
28 May – 4 Jun
Home in The Villages
4.91 out of 5 average rating, 11 reviewsSunsets and Sawgrass
6–13 Aug
Home in The Villages
4.98 out of 5 average rating, 50 reviewsLAVISH Private House w/ King Bed Suites, Remodeled
5–12 Nov
Home in The Villages
4.9 out of 5 average rating, 31 reviewsGrey Heron Patio Villa /Golf Cart
2–9 Dec
Home in The Villages
4.91 out of 5 average rating, 33 reviewsVillage of Rio Grande, El Lobo The Villages, FL
17–24 Apr
Home in Wildwood
4.98 out of 5 average rating, 49 reviewsNew home in the new part of the villages.
23–30 Oct
Apartment rentals with a pool
Apartment in Windermere
4.93 out of 5 average rating, 15 reviewsCozy Luxury2BR Apt/Resort Pool/Balcony/Close2Parks
17–24 Dec
Apartment in Inverness
4.89 out of 5 average rating, 35 reviewsCypress Cove Waterfront Townhome
3–10 Jun
Apartment in Windermere
5.0 out of 5 average rating, 14 reviewsLuXury Apt with Lake View, Cable & fast WiFi
11–18 Jun
Apartment in Inverness
5.0 out of 5 average rating, 17 reviewsGray Heron Victorian Townhouse
11–18 Nov
Apartment in Hernando
4.94 out of 5 average rating, 18 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
27 Sep – 4 Oct
Apartment in Clermont
4.67 out of 5 average rating, 12 reviewsSunny Clermont Retreat ~ 20 Mi to Disney World!
10–17 Nov
Apartment in Windermere
4.67 out of 5 average rating, 12 reviewsClassic Getaway to Windermere
2–9 Apr
Apartment in Kissimmee
Beautiful 1 Bedroom Grand Villa Close To Disney
21–28 Jun
Home rentals with a private pool
Home in Inverness
Gorgeous Vacation Home Ciska
18–25 May
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
19–26 Jun
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
23–30 Dec
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
26 Sep – 3 Oct
Home in Inverness
Family Villa Bettina - Recently Remodeled
25 Aug – 1 Sep
Home in Inverness
Vacation Home with a Stunning View - 870
13–20 Sep
Villa in Inverness
North Foxrun Terrace Villa 1512
27 Aug – 3 Sep
Home in Hernando
Four Bedroom Comfort Villa 4668
17–24 May
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
$54 SGD before taxes and fees
Destinations to explore
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