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The Villages, Florida, United States of America

The Villages rentals with pools

We found 529 rentals with pools — enter your dates for availability

Explore The Villages rentals with pools

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$150 avg/night
(130)

Explore the newest Village of Hawkins at "Beachside"!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$67 avg/night

FIRST TIME ON RENTAL MARKET NEAR HAVANA CONTRY CLUB/POOL

Sleeps 3 · 2 Bedrooms · 2 Bathrooms
$131 avg/night

Stunning Private Designer Home: Pool, Spa, Golf View, Walk to Square

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$195 avg/night
(84)

COZY HOME BETWEEN LAKE SUMTER AND BROWNWOOD SQUARE!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$80 avg/night
(25)

Now Offering A 20% OFF on reservations for 7 or more in August and September

Sleeps 4 · 2 Bedrooms
$140 avg/night
(19)

Search 529 pool rentals

Recent reviews of The Villages rentals with pools
Stayed Oct 2021

We loved it

In our circumstances this property was very convenient to relatives, the property is very well kept, clean. The host was very accommodating and we had clear communication though out the whole process. We could not be happier and would definitely reco...

Kristopher P.
Kristopher P.
Stayed Oct 2021

Super Clean/Fantastic Location

Super clean villa in a great quiet location between Lake Sumter Landing and Brownwood squares. The villa is very homey and beautifully decorated. I worked a bit and the WiFi speed/connection was fantastic as well. Would love to stay again on a retur...

Belinda B.
Belinda B.
Stayed Oct 2021

Great vacation home!

My husband and I enjoyed a relaxing and fun-filled week in this vacation home. Jeff was a great host. He was always quick to respond to us. The house was spotlessly clean, spacious and provided us with almost everything you could need on a vacation....

Marc L.
Marc L.
Stayed Sep 2021

Stress free living

Arrived at the property and immediately felt at home, relaxed and minus the stress of everyday living,. Loved the closeness of brownwood and the convenience of the golf cart. Enjoyed 3 rounds of golf on some very nice courses and came home to immedia...

Bill S.
Bill S.

United States

Stayed Sep 2021

A Villages stay mid-September 2021

This property was all that it claimed to be. It was very clean, comfortable, convenient, and pleasing. The owners were easy to work with. It provided a great home base to get around the Villages, learn about the opportunities there, and decide to mak...

Jan H.
Jan H.

St. Paul, MN

Stayed Sep 2021

Perfect home and the best location!

This property was in the best location, for my family to enjoy their stay. It was clean, and supplied with everything we needed. The cable allowed everyone to watch movies, and relax. The owner was very receptive to our needs. We would definitely st...

Joyce L.
Joyce L.
Stayed Aug 2021

Great location for Brownwood Square

Property was very well presented, well furnished and comfortable. Kitchen was clean and well stocked with dishes, plates, mugs and utensils etc. Owner thought of everything including bottle openers, Corkscrews and even closers for bags of chips! Bed...

Mahesh S.
Mahesh S.
Stayed Aug 2021

Great Stay with John and Linda

We had a great time in the villages - the house was a perfect location for us and the golf cart made it super easy to get around. House was clean and master bedroom bed is incredible. John and Linda stayed in communication with and made our stay perf...

Kurt G.
Kurt G.

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