Holiday Rentals in The Villages

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Holiday Rentals in The Villages

Our top choices for The Villages holiday rentals

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

9.4 out of 10, Exceptional, (86)
"Excellent experience. Property, location, and hosts were awesome. Highly recommended!"
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

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

10.0 out of 10, Exceptional, (114)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

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

10.0 out of 10, Exceptional, (21)
"Great location and beautiful property! Had everything we needed. "
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

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

9.8 out of 10, Exceptional, (115)
"Very comfortable and had everything we needed. Would rent again. "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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

10.0 out of 10, Exceptional, (73)
"The place was great and Jeff couldn’t have been more accommodating Answered all our questions before and during our stay. Hope to stay there again in the future"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

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

9.0 out of 10, Wonderful, (68)
"Great location. Clean. Helpful host. Quiet area. "
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!

10.0 out of 10, Exceptional, (64)
"Excellent location for the Villages "
2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!

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

10.0 out of 10, Exceptional, (12)
"The home was accurately described in listing. Pool/Spa were hi light of our trip. Communication was excellent.Thank you Sue and Dave for a great vacation home rental."
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (27)
"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

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

10.0 out of 10, Exceptional, (117)
"Great spot and beautiful home will definitely be back!"
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Home away from home entire house

9.8 out of 10, Exceptional, (30)
"The location was perfect and centered around all activities in town squares. Short distance to golf courses, shopping and restaurants."
Home away from home entire house

Wake to Panoramic Golf Views & Delight in Evening Sunsets, Peaceful Neighborhood

10.0 out of 10, Exceptional, (129)
"My wife and I really enjoyed our stay. The home was beautiful and ideally located. Laurie was gracious and responsive. Would definitely stay here again. "
Wake to Panoramic Golf Views & Delight in Evening Sunsets, Peaceful Neighborhood

Pool, golf cart, private Paradise!

10.0 out of 10, Exceptional, (38)
"Loved it's proximity to the Rec Center."
Pool, golf cart, private Paradise!

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

10.0 out of 10, Exceptional, (49)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

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

10.0 out of 10, Exceptional, (3)
"Lovely home with everything needed for an enjoyable stay!"
Piper's! On The Golf Course, Across From The Pool!

Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action

8.0 out of 10, Very good, (18)
"Was a great location to all the things we needed including relatives that lived nearby"
Bright, Open Retreat w/Stylish Flair & Easy Access to The Heart of The Action

Private Pool Oasis in St Charles

3.0 star property
7.4 out of 10, Good, (6)
"Great experience overall "
Private Pool Oasis in St Charles

Single-story Home w/ Golf Cart in The Villages

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

LOCATION! 2B2B House, The Villages, FL. Sleeps 6. Minutes Sumter & BRWD Squares

LOCATION! 2B2B House, The Villages, FL. Sleeps 6. Minutes Sumter & BRWD Squares

Pool, Golf Course View Home, 4 place golf cart

10.0 out of 10, Exceptional, (40)
"Such a wonderful place to stay and relax. The villa is beautiful. So clean and comfortable. Having breakfast outside every morning with the fantastic view. The hosts are amazing and we didnt want for anything. Very much look forward to going back next year."
Pool, Golf Course View Home, 4 place 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.
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Top The Villages Hotel Reviews

Find out more about The Villages

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, apart-hotels, 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 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. 

Explore a world of travel with Expedia

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?

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square: 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 Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK and The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals..

How many holiday rentals will I find in The Villages?

Expedia has 398 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.