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
4.94 out of 5 average rating, 108 reviewsPool, golf cart, private backyard. Paradise!
Apr 12 – 19
Home in Wildwood
4.95 out of 5 average rating, 19 reviewsVilla in The Villages Great Location
Jul 13 – 20
Home in The Villages
5.0 out of 5 average rating, 4 reviewsFun in The Villages
Aug 17 – 24
Home in The Villages
4.91 out of 5 average rating, 23 reviewsBeautiful Designer Home in The Villages Fl
Dec 3 – 10
Home in The Villages
4.98 out of 5 average rating, 50 reviewsLAVISH Private House w/ King Bed Suites, Remodeled
Jun 13 – 20
Home in The Villages
4.91 out of 5 average rating, 34 reviewsSunny Daze Inn with Golf Cart!
May 29 – Jun 5
Home in The Villages
4.92 out of 5 average rating, 51 reviewsAvailability starting in May! Free Golf Cart!
Jul 19 – 26
Home in The Villages
4.91 out of 5 average rating, 33 reviewsVillage of Rio Grande, El Lobo The Villages, FL
Jul 18 – 25
Condo rentals with a pool
Condo in Windermere
4.93 out of 5 average rating, 15 reviewsCozy Luxury2BR Apt/Resort Pool/Balcony/Close2Parks
Oct 24 – 31
Condo in Windermere
5.0 out of 5 average rating, 14 reviewsLuXury Apt with Lake View, Cable & fast WiFi
Jul 21 – 28
Condo in Inverness
5.0 out of 5 average rating, 17 reviewsGray Heron Victorian Townhouse
Aug 8 – 15
Condo in Hernando
4.94 out of 5 average rating, 18 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
Sep 27 – Oct 4
Condo in Inverness
4.89 out of 5 average rating, 35 reviewsCypress Cove Waterfront Townhome
Oct 30 – Nov 6
Condo in Clermont
4.67 out of 5 average rating, 12 reviewsSunny Clermont Retreat ~ 20 Mi to Disney World!
Nov 8 – 15
Condo in Windermere
4.67 out of 5 average rating, 12 reviewsClassic Getaway to Windermere
Mar 28 – Apr 4
Condo in Kissimmee
Beautiful 1 Bedroom Grand Villa Close To Disney
Jun 21 – 28
Home rentals with a private pool
Home in Inverness
Gorgeous Vacation Home Ciska
May 18 – 25
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Nov 9 – 16
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Nov 9 – 16
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
Sep 26 – Oct 3
Home in Inverness
Family Villa Bettina - Recently Remodeled
May 29 – Jun 5
Home in Inverness
Vacation Home with a Stunning View - 870
Sep 13 – 20
Villa in Inverness
North Foxrun Terrace Villa 1512
Aug 27 – Sep 3
Home in Hernando
Four Bedroom Comfort Villa 4668
May 17 – 24
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
G$8,346 GYD before taxes and fees
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