The Villages Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in The Villages

Outdoor dining
Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views

Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views

Lake Sumter Landing
Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views
Fridge, microwave, oven, stovetop
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

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

Caroline
10.0 out of 10, Exceptional, (117)
"Very nice property…Enjoyed my stay, thank you "
United States
Dennis P.
Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
Fridge, microwave, oven, stovetop
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Lynnhaven
10.0 out of 10, Exceptional, (28)
"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. "
United States
Harry T.
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Fridge, microwave, oven, stovetop
Grandhaven Lake Sumter Home

Grandhaven Lake Sumter Home

Lake Sumter Landing
10.0 out of 10, Exceptional, (9)
"This location was perfect and the spa/ pool was amazing.The house is spacious and well maintained.We will definitely stay here again."
United States
Rene G.
Grandhaven Lake Sumter Home
Fridge, microwave, oven, stovetop
Pool, golf cart, private Paradise!

Pool, golf cart, private Paradise!

Santiago
10.0 out of 10, Exceptional, (41)
"Loved it's proximity to the Rec Center."
United Kingdom
Tom G.
Pool, golf cart, private Paradise!
Smart TV, fireplace
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

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

Belle Aire
10.0 out of 10, Exceptional, (25)
"Great location and beautiful property! Had everything we needed. "
United States
Amber L.
The price is HK$662
HK$3,403 total
includes taxes & fees
23 Nov - 24 Nov
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Fridge, microwave, oven, stovetop
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

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

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

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

Alhambra
10.0 out of 10, Exceptional, (6)
The price is HK$693
HK$2,024 total
includes taxes & fees
30 Nov - 1 Dec
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
A heated pool
NEWLY LISTED 2/2 in The Village of Woodbury w/ 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
Outdoor dining
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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+
Pool
Villages2530-GORGEOUS FLORIDA RENTAL !!

Villages2530-GORGEOUS FLORIDA RENTAL !!

Hadley
10.0 out of 10, Exceptional, (5)
"Had a wonderful stay and our host couldn’t have been anymore helpful in getting us set up to golf. Very friendly would highly recommend and would love to stay again in the future"
United States
Anonymous traveller
Villages2530-GORGEOUS FLORIDA RENTAL !!
Pool
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

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

Winifred
10.0 out of 10, Exceptional, (54)
"The property is very well kept and Brad was very great to deal with"
United States
loren p.
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Outdoor dining
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

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

Glenbrook
9.6 out of 10, Exceptional, (73)
"Great property and location was great for us"
United States
Greg B.
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Fridge, microwave, oven, stovetop
Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart

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

Mallory Square
10.0 out of 10, Exceptional, (23)
"Location perfect….bedroom configuration was just what we needed. Golfcsrt was in perfect condition……Owners were a pleasure to work with, we will definitely rent again "
United States
Linda F.
Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart
Outdoor spa tub
Tranquil SPA Retreat 3-bedroom house w golf cart in The Villages

Tranquil SPA Retreat 3-bedroom house w golf cart in The Villages

2.0 star property
Bonita
Tranquil SPA Retreat 3-bedroom house w golf cart in The Villages
Fridge, microwave, oven, stovetop
Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,

Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,

Belvedere
9.6 out of 10, Exceptional, (48)
"Great location in a quiet neighborhood. Clean and had everything we needed for our stay. We enjoyed our stay and would return!"
United States
Kelly A.
Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,
Outdoor dining
Walk To Lake Sumter Landing From This Amazing Villa w/Bikes, WiFi, Golf Cart!

Walk To Lake Sumter Landing From This Amazing Villa w/Bikes, WiFi, Golf Cart!

Lake Sumter Landing
9.8 out of 10, Exceptional, (22)
"Property was just like in the photos. Loved being able to walk to Sumter Square."
United States
Jan H.
Walk To Lake Sumter Landing From This Amazing Villa w/Bikes, WiFi, Golf Cart!
Living area
Piper's! On The Golf Course, Across From The Pool!

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

Lynnhaven
10.0 out of 10, Exceptional, (4)
"Lovely home with everything needed for an enjoyable stay!"
United States
Kathryn D.
Piper's! On The Golf Course, Across From The Pool!
Pool
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

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!
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Villages Hotel Reviews

The Waterfront Inn

The Waterfront Inn

10/10 Excellent
"Great stay!"
Bejan 2-night trip
Posted 4 days ago
The Waterfront Inn

Find out more about The Villages

Search for holiday rentals in The Villages on Expedia! You can easily find your home rentals, villas, holiday apartments in The Villages using one of the methods below:

  • View our selection of featured holiday rentals in The Villages
  • Use the map to find apartments and other holiday homes in the The Villages neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in The Villages while they last

Look no further and take a look at our great range of rental properties in The Villages!

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 Pool, golf cart, private Paradise! and Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub.

How many holiday rentals will I find in The Villages?

Expedia has 434 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.