The Villages Holiday Rentals

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Holiday Rentals in The Villages

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (94)
"We had a 2 night stay so we didn’t spend a lot of time in the villa. Overall it’s a nice villa. I don’t care for carpet but I did know that ahead of time. We couldn’t get the lights over the vanity to work in the bathroom and some confusing information on where to leave the garbage. And yes it is a hassle trying to get the towels and sheets washed before the 10am check out time. We rented this villa due to its close proximity to the square."
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (108)
"The house was very clean and perfectly appointed. The hosts were great to work with as well. The location and golf cart made for an awesome stay!"
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (43)
"Bedroom carpets are very worn and appear soiled."
The price is AU$782
includes taxes & fees
28 Feb - 1 Mar
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

2/2 in The Village of Bonita

10.0 out of 10, Exceptional, (2)
"House was great! Better than the pics. Great area. Highly recommend. "
2/2 in The Village of Bonita

Villages home with Lanai & Golf Cart - Perfect location, golfers paradise

4.0 out of 10, (1)
"Well we walked in to a roach on the floor upside down kicking to be turned over( killed) then I’m sure no fault of the owners there was an animal in the attic so we literally left early only spent one night!"
The price is AU$538
includes taxes & fees
1 Mar - 2 Mar
Villages home with Lanai & Golf Cart - Perfect location, golfers paradise

Cozy Retreat in The Villages.

4.0 out of 10, (2)
"The landscaping had not been addressed for quite some time it appeared & other issues such as no lock on back slider except for using a stick in the slider trough, the neighbors garage door opener also opening the rental properties garage door were two main issues and/or concerns."
Cozy Retreat in The Villages.

Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages

2.5 star property
10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our stay. Beautiful house, great layout, lovely neighborhood. We had fun in the pool everyday."
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages

Private Pool & Lake Views: Family Home in Oxford

9.0 out of 10, Wonderful, (2)
"Great location - central - for family visiting grandparents in The Villages. Large, spacious home and property. Nice neighbors. Would do it again"
Private Pool & Lake Views: Family Home in Oxford

Dog-Friendly Home in The Villages w/ Private Patio

10.0 out of 10, Exceptional, (8)
"I was very impressed with the setup of the home. The master bedrooms bed was very comfortable. The pillow were a bit flat and uncomfortable. They could be updated. The house itself was clean and nicely decorated. The owner or host had the house well stocked with supplies. Over all we had a wonderful experience at 2005 Jonquil pl. I would definitely recommend this property for a nice stay."
Dog-Friendly Home in The Villages w/ Private Patio

3/2 in The Village of Liberty Park SMALL DOG Accepted - Max 1x 20-25lbs

2.5 star property
10.0 out of 10, Exceptional, (3)
"My compliments to the property owner and the manager. The place was spotlessly clean, and everything was in perfect condition. Everything except the weather went off without a hitch. I unfortunately picked a time with below average temperatures."
3/2 in The Village of Liberty Park SMALL DOG Accepted - Max 1x 20-25lbs

The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

9.8 out of 10, Exceptional, (6)
"The house was very clean,fully stocked. Had brand new golf cart. The house was located a distance from the pool and we didn’t feel comfortable driving the golf cart that far definitely recommend this house "
The price is AU$831
includes taxes & fees
24 Feb - 25 Feb
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

The Gardenia House | Home in The Villages with large yard & pool access

9.8 out of 10, Exceptional, (7)
"This home is perfect for a stay in the villages. Plenty of space and exceptionally well appointed with everything you need. "
The Gardenia House | Home in The Villages with large yard & pool access

The Villages Abode w/ Community Pools, Golf & More

9.4 out of 10, Exceptional, (52)
"This house was in the perfect location!! Easy access to town squares, gas stations, recreation centers, everything!! Check in was simple and communication with the host was instant. Definately will book again!!"
The Villages Abode w/ Community Pools, Golf & More

Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

10.0 out of 10, Exceptional, (23)
"The location is great, everything is very clean, comfortable beds, highly recommend this VRBO. Wonderful communication with the owner. "
Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

3/2 in The Village of Amelia

3/2 in The Village of Amelia

WOW!! Professionally decorated 2 Bd 2 Ba Villa close to Lake Sumter Landing

10.0 out of 10, Exceptional, (25)
"The Villa was very clean with lots of great decor. The location was excellent. We had zero problems with this stay. I highly recommend this Villa. I would stay there again."
WOW!! Professionally decorated 2 Bd 2 Ba Villa close to Lake Sumter Landing

Pool, Golf course view home, 4 place golf cart

10.0 out of 10, Exceptional, (33)
"Really enjoyed ourselves the property was beautiful. Love The Villages stayed many times this house was the best we have ever stayed at. Swim spa great kitchen had everything you need. Owners and property manager were very responsive when needed. Would go back!!"
Pool, Golf course view home, 4 place golf cart

Charming Courtyard Villa in The Villages with Private Backyard & Golf Cart

Charming Courtyard Villa in The Villages with Private Backyard & Golf Cart

3/2 Corner Lot 4 Passenger Golf Cart Village St. Charles

3/2 Corner Lot 4 Passenger Golf Cart Village St. Charles

The Villages Golfers Paradise near Sumter Landing 3 BD / 2 BA with golf cart

10.0 out of 10, Exceptional, (40)
"Great location and home in The Villages. Caroline is a wonderful host and we would hope to stay in this home again in the future. "
The Villages Golfers Paradise near Sumter Landing 3 BD / 2 BA with golf cart
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in The Villages you may be interested in

The Waterfront Inn

3.0 star property
9.0 out of 10, Wonderful, (1034)
"Pleasant "
The price is AU$337
includes taxes & fees
16 Feb - 17 Feb
The Waterfront Inn

Hampton Inn & Suites Lady Lake/The Villages

3.0 star property
9.0 out of 10, Wonderful, (887)
"Candy was amazing during check in. Very friendly and helpful!!!"
The price is AU$286
includes taxes & fees
16 Mar - 17 Mar
Hampton Inn & Suites Lady Lake/The Villages

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (43)
"Bedroom carpets are very worn and appear soiled."
The price is AU$782
includes taxes & fees
28 Feb - 1 Mar
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in The Villages?

Yes, there are holiday rentals close to the most popular sights in The Villages, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and live music in The Villages. You can also check out the entertainment venues while you're visiting.

What are some of the best holiday rentals that The Villages has to offer?

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.: This highly rated holiday home rental in The Villages offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in The Villages include 2/2 in The Village of Bonita and The Villages Vacation Rental - Pets Welcome!.

How many holiday rentals will I find in The Villages?

Expedia has 416 holiday rentals for your stay in The Villages.

What can I see and do in The Villages?

While exploring the area, visit family-friendly sights like Don Garlits Museum of Racing, or get outside and enjoy nature at Lake Weir. While here, The Villages Market Square and Nancy Lopez Legacy Golf & Country Club are other places worth a visit.

What are holiday rentals like in The Villages?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in The Villages. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.