
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

The Mulligan House-The Villages

Huge & luxurious, 3BR, fence, pet friendly

The Sandpiper Villa

Ranch Retreat~10 beds~New

Home with private pool, Tierra grande villas

Central Villages w/ Golf Cart

The Sunshine Retreat with Golf Car

Brownwood Square - Villages Home
Condo rentals with a pool

20 Mi to Disney: Condo w/ Pool Access in Clermont!

1 Bedroom 5-Star Standard Resort Villa Near Disney

Stunning Waterfront condo 2 ensuite bedrooms+views

Cypress Cove Waterfront Townhome

Gray Heron Victorian Townhouse

50% Off Sale 2 Bedroom 5-Star Grand Villa

1 Bedroom 5-star Grand Resort Villa Near Disney
Other vacation rentals with a pool

Designer Home in The Villages, FL.

The Palms. Luxurious, pool, golf/bird pond view

Carlton Courtyard Villa - Walk to Sumter Landing

Haven Escape at the Village of Richmond

Welcome to the Villages

New home in the new part of the villages.

New, private pool getaway in The Villages, FL

Cheerful home , tastefully updated, extra den
Quick stats about vacation rentals with a pool in The Villages
Total rentals
320 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
280 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Weeki Wachee Springs
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Magic Kingdom Park
- Epcot
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Rainbow Springs State Park
- Blue Spring State Park
- Disney's Hollywood Studios
- ICON Park
- Universal CityWalk
- Universal's Islands of Adventure
- Fort Island Beach
- Disney's Typhoon Lagoon Water Park