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
4.98 out of 5 average rating, 64 reviewsNEWLY Available FEB-APRIL, 2025
Home in Wildwood
4.95 out of 5 average rating, 21 reviewsVilla in The Villages Great Location
Home in The Villages
5.0 out of 5 average rating, 29 reviewsNew Luxury Home-Pool-Waterfront View-3 King Suites
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
4.91 out of 5 average rating, 35 reviewsSunny Daze Inn with Golf Cart!
Home in The Villages
4.95 out of 5 average rating, 75 reviews1199 Merryweather - Walk to Lake Sumter Landing Sq
Home in The Villages
4.95 out of 5 average rating, 55 reviews3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball
Home in Wildwood
4.98 out of 5 average rating, 50 reviewsNew home in the new part of the villages.
Apartment rentals with a pool
Apartment in Hernando
4.95 out of 5 average rating, 19 reviewsBeautiful 2 Bed, 2 Bath; Pool, Golf
Apartment in Inverness
5.0 out of 5 average rating, 19 reviewsGray Heron Victorian Townhouse
Apartment in Inverness
4.89 out of 5 average rating, 36 reviewsCypress Cove Waterfront Townhome
Apartment in Windermere
4.94 out of 5 average rating, 16 reviewsCozy Luxury2BR Apt/Resort Pool/Balcony/Close2Parks
Apartment in Windermere
5.0 out of 5 average rating, 16 reviewsLuXury Apt with Lake View, Cable & fast WiFi
Apartment in Orlando
4.89 out of 5 average rating, 28 reviewsOrlando Palms Deluxe at Vista Cay
Apartment in Apopka
Tranquil 2B/2B Stay in Apopka
Apartment in Clermont
4.69 out of 5 average rating, 13 reviewsSunny Clermont Retreat ~ 20 Mi to Disney World!
Home rentals with a private pool
Home in Inverness
Gorgeous Vacation Home Ciska
Home in Inverness
Spacious Pool Home, Family & Golf Trips-4727
Home in Inverness
Beautiful & Sunny Pool Home with Golf View
Home in Inverness
Spacious Home with Private Pool & Jacuzzi
Home in Inverness
Vacation Home with a Stunning View - 870
Home in Inverness
Family Villa Bettina - Recently Remodeled
Villa in Inverness
North Foxrun Terrace Villa 1512
Home in Hernando
Four Bedroom Comfort Villa 4668
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
€ 37 before taxes and fees
Destinations to explore
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