Book Holiday Homes in The Villages

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Featured Holiday Homes in The Villages

Pool, golf cart, private Paradise!

Pool, golf cart, private Paradise!

The Villages FL
Stay at this holiday home in The Villages. Enjoy private pools, a garden and laundry facilities. Popular attractions Glenview Champions Country Club and Spanish ...
Opens in a new windowPool, golf cart, private Paradise!
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

The Villages FL
Stay at this golf holiday home in The Villages. Enjoy free Wi-Fi, a sauna and a garden. Popular attractions Nancy Lopez Legacy Golf & Country Club and Glenview ...
Opens in a new windowBeautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
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

The Villages FL
Stay at this holiday home in The Villages. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions The Villages Market Square and Cane Garden ...
Opens in a new windowCaddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart
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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 out of 5
The Villages FL
Stay at this holiday home in The Villages. Enjoy laundry facilities and air conditioning. Popular attractions Cane Garden Country Club and The Villages Market ...
Opens in a new windowTranquil SPA Retreat 3-bedroom house w golf cart in The Villages
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

The Villages FL
Stay at this holiday home in The Villages. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions The Villages Market Square and Cane Garden ...
Opens in a new windowWalk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
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 out of 5
Woodbury, The Villages FL
Stay at this holiday home in The Villages. Enjoy free Wi-Fi, patios and an in-room coffee maker. Popular attractions Nancy Lopez Legacy Golf & Country Club and ...
Opens in a new windowNEWLY LISTED 2/2 in The Village of Woodbury w/ Golf Cart
Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!

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

The Villages FL
Stay at this family-friendly holiday home in The Villages. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Cane Garden Country Club and Lake ...
Opens in a new windowBeautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!
Piper's! On The Golf Course, Across From The Pool!

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

The Villages FL
Stay at this holiday home in The Villages. Enjoy laundry facilities and air conditioning. Popular attractions Miona Lake Golf Club and Cane Garden Country Club ...
Opens in a new windowPiper's! On The Golf Course, Across From The Pool!
Beautiful 2-bedroom 2-Bath Villa in Mallory, The Villages

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

2 out of 5
The Villages FL
Stay at this holiday home in The Villages. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions The Villages Market Square ...
Opens in a new windowBeautiful 2-bedroom 2-Bath Villa in Mallory, The Villages
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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.

The Villages Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our The Villages vacation homes are the perfect way for you to wing it.

Holiday houses in The Villages let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of The Villages in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local The Villages adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in The Villages with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of The Villages vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

The Villages Holiday Homes essential information

Accommodation
375 Holiday Homes
Lowest Price
NZ$205
Highest Price
NZ$504
Popular accommodation
Pool, golf cart, private Paradise!, Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub, Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart, Tranquil SPA Retreat 3-bedroom house w golf cart in The Villages, Walk or Cart to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart, NEWLY LISTED 2/2 in The Village of Woodbury w/ Golf Cart, Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews!, Piper's! On The Golf Course, Across From The Pool!, Beautiful 2-bedroom 2-Bath Villa in Mallory, The Villages

Top trending hotels in The Villages

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
Stay at this business-friendly hotel in The Villages. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThe Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

3 out of 5
11727 Ne 63 Rd Dr Lady Lake FL
Fully refundableReserve now, pay when you stay
The price is NZ$205 per night from 21 Dec to 22 Dec
NZ$205
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in The Villages. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowHampton Inn & Suites Lady Lake/The Villages
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

The Villages FL
Stay at this holiday home in The Villages. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Miona Lake Golf Club and Cane Garden Country ...
Opens in a new windowComfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Save an average of 15% on thousands of hotels when you're signed in
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

The Villages FL
The price is NZ$504 per night from 15 Jan to 16 Jan
NZ$504
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this holiday home in The Villages. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Glenview Champions Country Club and Nancy ...
Opens in a new windowBETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED
Don't see what you're looking for?
See all available properties in The Villages
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.