The Villages Holiday Rentals

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Holiday Rentals in The Villages

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
9.4 out of 10, Exceptional, (38)
"Nice place , great location , good host .... i would stay again..."
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (10)
"House was immaculate and well stocked with everything we needed. Host was very responsive to questions both before and during stay. It was the perfect location for us to hop in the golf cart and head to Lake Sumter Landing. Would definitely stay here again. "
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
9.4 out of 10, Exceptional, (74)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Dog-Friendly Home in The Villages w/ Private Patio
10.0 out of 10, Exceptional, (5)
"Stayed here to escape Hurricane Milton and for my husband to work from home in safer location. House was fully and above stocked beyond any place we have stayed before. It was clean and had the cutest back yard to let my dog go potty when we couldn’t walk due to weather. Plus quiet neighborhood was a bonus. Heard no cars or sirens or airplane. So different than home. Plus customer service was amazinf when I had questions "
Dog-Friendly Home in The Villages w/ Private Patio
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
9.8 out of 10, Exceptional, (90)
"Loved proximity to Sumpter and the yard! Thanks for sharing. "
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
The Gardenia House | Home in The Villages with large yard & pool access
9.6 out of 10, Exceptional, (4)
"Property as advertised. Good location. Host very helpful."
The Gardenia House | Home in The Villages with large yard & pool access
Perfect Location Between Brownwood & Lake Sumter
10.0 out of 10, Exceptional, (94)
"We had a wonderful experience at Charlotte’s home. I would highly recommend it to anyone traveling in or near The Villages. We would try to stay there again should hhe occasion arise. ⭐️⭐️⭐️⭐️⭐️"
Perfect Location Between Brownwood & Lake Sumter
Discover Relaxation and Fun in a Charming Patio Villa with a Golf Cart!
2.0 star property
Discover Relaxation and Fun in a Charming Patio Villa with a Golf Cart!
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
10.0 out of 10, Exceptional, (1)
"Lovely little home. Just right for our family. It had all the creature comforts you’d hope for in a rental. Thanks!"
The price is AU$707
includes taxes & fees
3 Dec - 4 Dec
The Villages FL Golfing Community. Close to restaurants, beaches and shopping.
2/2 in The Village of Belvedere
9.0 out of 10, Wonderful, (2)
"The house was perfect for our needs. It was walking distance to the pool, around the block from the golf courses and short drive to the Lake Sumter. Also, close to grocery store, Starbucks and fast food. First time in The Villages and will return many times."
2/2 in The Village of Belvedere
The Villages Golfers Paradise near Sumter Landing 3 BD / 2 BA with golf cart
10.0 out of 10, Exceptional, (36)
"Great "
The Villages Golfers Paradise near Sumter Landing 3 BD / 2 BA with golf cart
Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!
10.0 out of 10, Exceptional, (89)
"We were well informed by the owner prior to our arrival. Everything he said was exactly in the most helpful notebook that is on the counter. The owner was very quick to respond to any messages we sent him. Very impressive, this was one of the smoothest rentals we have experienced. We thoroughly enjoyed our stay. The lanai is a very tranquil getaway from all the hub bub. The kitchen is well equipped. All you need are your groceries. If it were possible I would give the house and the owners 10...
Beautiful 2 BR wGas Golf Cart in Duval. All 5 star reviews!
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
9.8 out of 10, Exceptional, (56)
"Very impressive. "
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
10.0 out of 10, Exceptional, (40)
"Our 2 week getaway was top notch!! The house was beautiful and very clean. Had everything you could think of for appliances in the kitchen. The owner sent us links to videos on how certain things worked, for instance the TV, the golf cart, etc.This was the best!! Communications and response time with the owner was top notch!! Plus, we had use of the golf cart. We had such a wonderful time and I give credit to the owner for that!! All of this for a great price!! Thank you so much!"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
3/2 in The Village of Pennecamp
9.0 out of 10, Wonderful, (6)
"We decided to check out The Villages since our kids will be off to college in few years. The villa is newer or updated and very clean. The size and layout was great for 2 adults and 2 older teens. The neighborhood is nice and a short golf cart ride to Sumpter Square for dinner, Starbucks, music, groceries and light shopping (few boutiques and gift shops). We really enjoyed the size and location of this property. The property could use pool towels; small cooler that’s not on golf cart;...
3/2 in The Village of Pennecamp
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (31)
"We’ve been staying at the Villages for a number of years. The home was especially immaculate. Everything you could think of then some location location location was excellent.. We will be sure to return"
Pool, Golf course view home with a golf cart
Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included
9.8 out of 10, Exceptional, (57)
"We came down to celebrate our Moms 90th birthday Check in was easy and we felt at home in minutes. Beds were comfortable, towels and linens and house was immaculate. We will stay there again ♥️ "
Large 3 bdm home close to Lake Sumpter pet friendly golf cart and WIFi included
Oxford Home w/ Private Pool & Lake Views!
8.0 out of 10, Very good, (1)
"The home was beautiful. The atmosphere both indoors and outdoors was very relaxing. I wish there was a grill and an umbrella for the pool area. My only negative was that the floors were poorly swept and shower walls were a bit dirty with old remnants of shaved hair stuckto them. Overall we would definitely stay there again."
Oxford Home w/ Private Pool & Lake Views!
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
10.0 out of 10, Exceptional, (61)
"Nice villa very close to Sumter Landing. Easy walk into the Town Square."
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Sunsets on the Sands in the Villages! with this Golf Front 3/2
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home on the golf course. Well appointed and owned by a very responsive host. I wouldn’t hesitate to stay there again."
Sunsets on the Sands in the Villages! with this Golf Front 3/2
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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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, (1002)
"The room was lovely. Property is going through a major renovation. It appears it’s almost finished and it will be lovely when it’s finished. I great location, beautiful view of the lake and very nice staff. You won’t be disappointed with your stay at the Waterfront. "
The price is AU$212
includes taxes & fees
24 Nov - 25 Nov
The Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages
3.0 star property
9.0 out of 10, Wonderful, (850)
"Overall a good place to stay. Breakfast could be improved, better quality yougurts, better toppings for oatmeal, fresher bagels."
The price is AU$184
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn & Suites Lady Lake/The Villages
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (10)
"House was immaculate and well stocked with everything we needed. Host was very responsive to questions both before and during stay. It was the perfect location for us to hop in the golf cart and head to Lake Sumter Landing. Would definitely stay here again. "
Sparkling! Walking distance to Sumter Landing,pools & more,or take our 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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly! : 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with 1 hot tub and a selection of books. Another good choice for your trip to The Villages is Pool, Golf course view home with a golf cart.

How many holiday rentals will I find in The Villages?

Expedia has 379 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.