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+

Virginia Trace
9.6 out of 10, Exceptional, (118)
"Good experience. We would stay there again. "
United States
Alan K.
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Caroline
10.0 out of 10, Exceptional, (116)
"Great property near the heart of the villages. We were able to visit the area via golf cart and enjoyed seeing all the different squares. Would definitely stay again."
United States
Brian
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Woodbury
9.0 out of 10, Wonderful, (71)
"Great location. Clean. Helpful host. Quiet area. "
United States
Trey F.
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.

The Villages
10.0 out of 10, Exceptional, (29)
"We enjoyed our stay."
United States
Charmayne D.
WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Alhambra
10.0 out of 10, Exceptional, (6)
The price is NZ$435
includes taxes & fees
18 Nov - 19 Nov
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart

Mallory Square
10.0 out of 10, Exceptional, (23)
"Beautiful home, well equipped for guests to stay and cook as needed, in a great location. The golf cart is perfect for cruising around the community. The owner communicates clearly and is very responsive to any needs or requests. Highly recommend staying here. "
United States
Todd R.
Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart

NEWLY LISTED 2/2 in The Village of Woodbury w/ Golf Cart

2.0 star property
Woodbury
NEWLY LISTED 2/2 in The Village of Woodbury w/ Golf Cart

Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!

Duval
10.0 out of 10, Exceptional, (109)
"House was excellent and owner was awesome luckily my family was in same area"
United States
ETHEL R.
Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!

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

Virginia Trace
10.0 out of 10, Exceptional, (119)
"Everything was very nice, no issues at all."
United States
Dale P.
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Lynnhaven
10.0 out of 10, Exceptional, (28)
"Great visit, host went above and beyond to help us get organized and off on the right foot to make the most of our stay"
Canada
Anonymous traveller
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Piper's! On The Golf Course, Across From The Pool!

Lynnhaven
10.0 out of 10, Exceptional, (4)
"Beautiful house and location in The Villages. Very clean house with all the necessities. Fantastic view from the lanai at the back. Excellent communication with Mark. Will come back again!"
United States
Peter N.
Piper's! On The Golf Course, Across From The Pool!

Beautiful 2-bedroom 2-Bath Villa in Mallory, The Villages

2.0 star property
Mallory Square
10.0 out of 10, Exceptional, (9)
"This was a comfortable home, quiet neighborhood, and a location that was close to everything we wanted to do. I would seriously consider coming back here in the future. "
United States
Thomas M.
Beautiful 2-bedroom 2-Bath Villa in Mallory, The Villages

Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Lake Sumter Landing
8.0 out of 10, Very good, (1)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This home was very nice. Location was perfect - within walking distance to the town square and restaurants. Beautiful small community on the lake with lovely homes. Pool was directly across from the home."
United States
Denise L.
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Lovely 3 Bedroom, with Golf Cart

2.0 star property
Virginia Trace
Lovely 3 Bedroom, with Golf Cart

Single-story Home w/ Golf Cart in The Villages

3.0 star property
Winifred
10.0 out of 10, Exceptional, (1)
Single-story Home w/ Golf Cart in The Villages

Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog Friendly

The Villages
10.0 out of 10, Exceptional, (14)
"This home had everything you needed, and it was very clean and very accessible to everything to do in the villages. We will definitely stay there again. Beautiful home and host was very easy to work with and very responsive to any questions we had."
United States
Karen H.
Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog Friendly

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

Belle Aire
10.0 out of 10, Exceptional, (24)
"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 "
United States
Deborah K.
The price is NZ$769
includes taxes & fees
21 Nov - 22 Nov
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

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

Glenbrook
9.6 out of 10, Exceptional, (73)
"Absolutely would stay there again"
United States
Keith E.
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

COMFORT & CHARM AWAIT IN THIS MALLORY VILLAGE HOME JUST MINS TO SUMTER LANDING!

2.0 star property
Mallory Square
COMFORT & CHARM AWAIT IN THIS MALLORY VILLAGE HOME JUST MINS TO SUMTER LANDING!

Tropical Oasis in Pennecamp

Pennecamp
10.0 out of 10, Exceptional, (9)
"Loved our stay, would rent again! Great location for our needs. "
United States
Ron V.
Tropical Oasis in Pennecamp
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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Top The Villages Hotel Reviews

Find out more about The Villages

Everything you need to know about The Villages holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the The Villages holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect The Villages holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

The Villages holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in The Villages. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A The Villages holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of The Villages holiday rentals we have selected for you start as low as NZ$435 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on The Villages rentals

At Expedia, we put the best The Villages holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top The Villages rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream The Villages holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around The Villages. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart: 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. Make the most of games in this rental home to help you unwind. Some other homes for rent in The Villages include Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses and FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly! .

How many holiday rentals will I find in The Villages?

Expedia has 430 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.