The Villages Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in The Villages

Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

10.0 out of 10, Exceptional, (11)
"We enjoyed the home very much! Very clean. The attention to detail was wonderful. Great location, too!"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

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

10.0 out of 10, Exceptional, (91)
"Property was well kept and was in an excellent location, near town squares, shopping and many restaurants. Highly recommend this rental"
Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!

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

9.2 out of 10, Wonderful, (40)
"Nice place , great location , good host .... i would stay again..."
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

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

9.8 out of 10, Exceptional, (90)
"Loved proximity to Sumpter and the yard! Thanks for sharing. "
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, (104)
"This truly is a gem as listed. We have had various rentals in the past 7 years and this one ticks all the boxes for us as we consider ourselves seasoned renters … location✔️Communication✔️✔️✔️Bed/mattress comfort✔️Living room furniture comfort✔️Kitchen amenities✔️ Even hosted a complete Thanksgiving meal for 6! Golf cart( the best we’ve had)✔️Cleanliness(✔️even with it being pet friendly.. no odor) enclosed and private yard✔️Can’t say enough for this rental. "
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Dog-Friendly Home in The Villages w/ Private Patio

10.0 out of 10, Exceptional, (7)
"The house was great nice and clean, great location and communication was awesome "
Dog-Friendly Home in The Villages w/ Private Patio

Beautiful Dog Friendly Home with Gas Golf Cart, BBQ Grill, & FREE WiFi!

9.0 out of 10, Wonderful, (8)
"The property was just as described. The manager was great. The neighborhood was really nice."
Beautiful Dog Friendly Home with Gas Golf Cart, BBQ Grill, & FREE WiFi!

2/2 in The Village of Summerhill

2/2 in The Village of Summerhill

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

9.4 out of 10, Exceptional, (75)
"The Villa is perfect! Beautifully decorated. Large kitchen with plenty of counter space. Bedrooms are lovely. Lanai and backyard was perfect for both family and dog! Will definitely keep in mind for future family gatherings!!!"
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

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

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

3/2 - Village of Poinciana - Lake View and Spa!

3/2 - Village of Poinciana - Lake View and Spa!

2,000 square feet on golf course with view of large pond, centrally located.

2,000 square feet on golf course with view of large pond, centrally located.

Pool, Golf course view home with a 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 with a golf cart

The Villages Vacation Rental - Pets Welcome!

9.2 out of 10, Wonderful, (5)
"Spacious, light filled, nicely updated house in a contently located neighborhood. Would definitely stay in it again."
The Villages Vacation Rental - Pets Welcome!

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

10.0 out of 10, Exceptional, (42)
"The house is comfortable. Everything we needed was there including a beautiful backgammon game on which we played many games. Communication with Brad was easy. "
The price is AU$618
includes taxes & fees
30 Dec - 31 Dec
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

Tropical Oasis in Pennecamp

10.0 out of 10, Exceptional, (5)
"the property was excellent communications with the property management was poor renters should be given information on how to get the TV working properly they are not good at returning calls"
Tropical Oasis in Pennecamp

Across pool, golf cart, modernized, private

9.8 out of 10, Exceptional, (20)
"I stayed for a week with friends and we found the home to be just as the pictures presented. The home was very clean and nicely decorated. The kitchen had more than enough to allow us to cook some meals throughout the week, and even had items typically not available in rentals such as Tupperware, plastic wrap, etc.. The location was great, having convenient walking access to the pool was helpful! The golf cart was fun to use to get around and explore. I would definitely recommend staying at this...
Across pool, golf cart, modernized, private

Beautiful home within Walking distance to Sumter Landing

10.0 out of 10, Exceptional, (21)
"Beautiful home just a short distance from Sumter Landing. House was spotless, everything was in good condition. Communication was excellent. Planning on coming back. "
Beautiful home within Walking distance to Sumter Landing

Sun Valley · Pet Friendly Calumet Grove Cottage: 2BR/2BA Haven

8.0 out of 10, Very good, (4)
"I believe this is one of finest and cleanest places I Have been with and this man Nick he knows how to host someone very well I would recommend this to Anyone trying to Vacation in the villages"
Sun Valley · Pet Friendly Calumet Grove Cottage: 2BR/2BA Haven

3Bedroom w/2 Seater Golf Cart

9.8 out of 10, Exceptional, (40)
"An older home, it needs some updating but it was comfortable for a family of four adults. The kitchen is well equipped. We cooked a complete Thanksgiving dinner and had everything we needed. "
3Bedroom w/2 Seater 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.
Don't see what you're looking for?
See all available properties in The Villages
Save an average of 15% on thousands of hotels when you're signed in

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, (1013)
"Excellent in all respects. "
The price is AU$257
includes taxes & fees
2 Jan - 3 Jan 2025
The Waterfront Inn

Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

10.0 out of 10, Exceptional, (11)
"We enjoyed the home very much! Very clean. The attention to detail was wonderful. Great location, too!"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart

Hampton Inn & Suites Lady Lake/The Villages

3.0 star property
9.0 out of 10, Wonderful, (861)
"The hotel was clean, the staff was friendly and very accommodating. Annie, who checked us in, was extremely informative and helpful-even checked on us once we were in the room to make sure everything was 100%. We will definitely stay here again on our next trip to The Villages!"
The price is AU$217
includes taxes & fees
2 Jan - 3 Jan 2025
Hampton Inn & Suites Lady Lake/The Villages
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?

2,000 square feet on golf course with view of large pond, centrally located.: This highly rated holiday home rental in The Villages has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other homes for rent in The Villages include Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews! and Beautiful Dog Friendly Home with Gas Golf Cart, BBQ Grill, & FREE WiFi!.

How many holiday rentals will I find in The Villages?

Expedia has 400 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.