Holiday Rentals in The Villages

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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, (103)
"Nice stay and location. Fenced in yard was a plus with a dog."
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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

9.8 out of 10, Exceptional, (17)
"We loved renting this house, it was beautiful and had everything we could ever need. The host went above and beyond to make sure our stay went perfectly "
The price is €373
includes taxes & fees
10 Jun - 11 Jun
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.

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

9.2 out of 10, Wonderful, (47)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

Perfect Location Between Brownwood & Lake Sumter

9.8 out of 10, Exceptional, (102)
"A great visit, very comfortable villa."
Perfect Location Between Brownwood & Lake Sumter

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (80)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (25)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Private Pool & Lake Views: Family Home in Oxford

8.8 out of 10, Excellent, (3)
"Great location. Visiting our parents in the Villages. Plenty of space for our family. Spacious rooms. Would rent again."
Private Pool & Lake Views: Family Home in Oxford

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (102)
"Second time we’ve stayed here. Love the location. The owners are responsive; saw us through hurricane Milton. Clean and comfortable. "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

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

2.5 star property
10.0 out of 10, Exceptional, (6)
"We had a wonderful stay! The house is absolutely amazing and Chris was wonderful to work with!!"
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages

TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar

TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar

1 mile from Nancy Lopez CC and Chatham Rec Centers.

9.0 out of 10, Wonderful, (14)
"Nice area, golf cart use and great host communication"
The price is €176
includes taxes & fees
11 Jun - 12 Jun
1 mile from Nancy Lopez CC and Chatham Rec Centers.

Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included

9.8 out of 10, Exceptional, (66)
"Was completely as advertised. Well furnished and clean. The location is perfect. We highly enjoyed our stay and highly recommend this property. "
Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included

Pool, golf cart, private Paradise!

10.0 out of 10, Exceptional, (32)
"Visit to see life in the Villages."
The price is €390
includes taxes & fees
25 Jun - 26 Jun
Pool, golf cart, private Paradise!

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

10.0 out of 10, Exceptional, (44)
"Enjoyed our stay. Thx."
The price is €263
includes taxes & fees
11 Jun - 12 Jun
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (66)
"Excellent host & Great location. I had a Great birthday weekend. Thanks for making our stay special for my birthday. "
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

9.6 out of 10, Exceptional, (64)
"This is our second time staying here, and it is the perfect place to stay! Great location, great beds, great kitchen, great everything!! "
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

10.0 out of 10, Exceptional, (10)
"This stay is exactly as advertised ...Pool Hot Tub and golf cart are well looked after....Sue is an awesome communicator....looking forward to booking there next year !!"
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

Jan 2026 Available! Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

10.0 out of 10, Exceptional, (99)
"We had a great stay. Property was just as described and close to everything! "
Jan 2026 Available! Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

The Coconut Courtayrd-Private Heated Saltwater Pool-Minutes From Fun-Walk 2 Golf

10.0 out of 10, Exceptional, (28)
"Enjoyed your beautiful home with family."
The price is €431
includes taxes & fees
12 Jun - 13 Jun
The Coconut Courtayrd-Private Heated Saltwater Pool-Minutes From Fun-Walk 2 Golf

3/2.5 in The Village of St. Charles

3/2.5 in The Village of St. Charles
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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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?

The Villages FL Golfing Community. Close to restaurants, beaches and shopping.: This highly rated holiday home rental in The Villages offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind. Some other homes for rent in The Villages include Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart. and Private Pool & Lake Views: Family Home in Oxford.

How many holiday rentals will I find in The Villages?

Expedia has 408 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.