Lady Lake 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 Lady Lake

Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (86)
"This is the second time we have stayed at this house. Very clean, great neighborhood and centrally located. They even leave snacks and beverages in the fridge! We will be back again! Thank you!"
Hot Tub House - Entire 3 Bedroom House in The Villages
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (52)
"This is my second time staying at this fabulous villa and I recommend it to anyone for a one bedroom/one bathroom. The best!"
Marilyn’s Romantic Getaway
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, (44)
"A good clean rental property with the added benefit of a four seater golf cart, as we were three adults a four seater was a must. The price was good as well. "
Cozy Villages villa, 2 bed, 2 bath. Great Location
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (9)
"Great place, plenty of beds for all of us to stay while visiting family in the nearby Villages. Easy to get to and instructions for accessing the property were straightforward. Host responded quickly to any questions we had. Would gladly stay again!"
Get Cozy in this newly renovated home by The Villages!
Enjoy all that The Villages Florida has to offer in affordable Villages Home
Enjoy all that The Villages Florida has to offer in affordable Villages Home
Inviting Lady Lake House: In the Village!
9.8 out of 10, Exceptional, (26)
"Great location, quiet neighborhood we’ll be back!"
Inviting Lady Lake House: In the Village!
Private Corner Unit Pool Home w/BBQ & Dog Friendly!
9.0 out of 10, Wonderful, (12)
"The property provided a quiet retreat to work remotely while my son attended a summer program at Beacon college. I enjoyed an after work swim each day. A real unexpected treat was fireworks that could be seen from the livingroom window."
Private Corner Unit Pool Home w/BBQ & Dog Friendly!
Fun of The Villages FL. 5 minutes to Spanish Springs. 10 Min to Sumter Landing.
Fun of The Villages FL. 5 minutes to Spanish Springs. 10 Min to Sumter Landing.
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (82)
"We really enjoyed our time in Hacienda-North of Villages. The house was excellent (our second time there) and the property management team was tremendous. We are making plans for turning next year. "
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
9.4 out of 10, Exceptional, (3)
"Everything we wanted in a clean, comfortable, relaxing setting. Close to everything in the Villages in a quiet and serene neighborhood. Thank you! We will be back again."
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
Spacious home and country setting just minutes from The Villages.
8.8 out of 10, Excellent, (3)
"Master bath shower had black mold....self cleaned.....all else AOK"
Spacious home and country setting just minutes from The Villages.
Discover the Ultimate Comfort and Convenience in Country Club Hills!
Discover the Ultimate Comfort and Convenience in Country Club Hills!
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
9.6 out of 10, Exceptional, (4)
"house was lovely golf,cart did not start.never used it for the week whould rent property again.ron"
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
2/2 in The Village of Mira Mesa
9.6 out of 10, Exceptional, (5)
"All positive"
2/2 in The Village of Mira Mesa
2/2 in The Village of Orange Blossom Gardens
9.4 out of 10, Exceptional, (3)
"Very clean and spacious. We enjoyed our stay. Thank you."
2/2 in The Village of Orange Blossom Gardens
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
9.8 out of 10, Exceptional, (89)
"Nice location. Very clean and cute. Would stay again and recommend to others. "
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
9.4 out of 10, Exceptional, (73)
"We are blown away by The Villages! Our stay at your place was the perfect work play balance Our Dogs loved the backyard and we could not be happier with the house! My husband is a Public Adjuster and we had clients to take care of after Hurricane Helene, but after helping them we were able to enjoy all the pools restaurants music we could in our 5 day stay! Thank you for being so quick to respond and let us book an extra night to relax and play! Fantastic Host and Community! Highly...
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
Cutest Cottage in Ocala you tube it !
6.4 out of 10, (13)
"Nice a cozy at night. A bit of traffic noise in the day time. Back yard could be a little cleaner, but over all its a nice place for the price "
The price is AU$300
includes taxes & fees
9 Nov - 10 Nov
Cutest Cottage in Ocala you tube it !
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (9)
"This is a great getaway. Everything you need is provided. Just bring your clothes and a toothbrush. Excellent place to stay and close to everything!"
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (78)
"Everything with the house was perfect. We had a little problem with the golf cart, but the owners accommodated us with a rental. I would highly recommend this home perfect for a couple."
Fully Furnished Brand New Villa in Village of St. Catherine's with 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 Lady Lake
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Lady Lake you may be interested in

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
8.0 out of 10, Very good, (1001)
"Really nice. Definitely would stay again. Breakfast was really special and you cant hear your neighbors, which is a plus. I only wish the pool was heated."
The price is AU$132
includes taxes & fees
11 Nov - 12 Nov
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
SureStay Plus Hotel by Best Western The Villages
2.5 star property
8.4 out of 10, Very good, (345)
"Great spot! Close to the Square and lots of dining/entertainment options. We stayed one night and everything was clean and fresh. Perfect location and priced reasonably. We parked and didn’t drive again until we went home. Everything was within a mile. The band at the Square was top notch Saturday the 26th. "
The price is AU$151
includes taxes & fees
6 Nov - 7 Nov
SureStay Plus Hotel by Best Western The Villages
Comfort Suites The Villages
2.5 star property
8.8 out of 10, Excellent, (1000)
"k"
The price is AU$147
includes taxes & fees
1 Dec - 2 Dec
Comfort Suites 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

Are there holiday rentals in Lady Lake?

Yes, there are holiday rentals close to the most popular sights in Lady Lake, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Lady Lake is known for its shops and lakeside. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Lady Lake has to offer?

Marilyn’s Romantic Getaway: This highly rated holiday home rental in Lady Lake offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Lady Lake are Cozy Villages villa, 2 bed, 2 bath. Great Location and Get Cozy in this newly renovated home by The Villages!.

How many holiday rentals are there in Lady Lake?

With 174 Expedia holiday rentals, you're guaranteed to find just the right place for your Lady Lake stay.

What can I see and do in Lady Lake?

Bird Island and Little Pine Island are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Spanish Springs Town Square and Lakes Of Lady Lake Golf Club.

What are holiday rentals like in Lady Lake?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lady Lake. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.