Lady Lake Holiday Rentals

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Holiday Rentals in Lady Lake

Dining
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (42)
"My wife and l cannot say enough about the great experience we had on our 10 day visit at Marilyn’s. Owner Mark and his wife Tiffany were extremely accommodating and friendly. The house on Montoya street was very, very clean, comfortable and such a great location in Lady Lake between Sumpter Lake and Spanish Springs where shopping and Restaurants are easily accessible. You will ABSOLUTELY NOT BE disappointed in the whole experience. We will definitely return for other future visits. Manny and...
Marilyn’s Romantic Getaway
Fridge, microwave, oven, stovetop
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (7)
"This house was VERY clean! Contact with property manager/owner was great! Adorable little neighborhood. Would definitely stay here again."
Get Cozy in this newly renovated home by The Villages!
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, (37)
"Really enjoyed staying here...."
Cozy Villages villa, 2 bed, 2 bath. Great Location
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Fridge, microwave, oven, stovetop
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
9.0 out of 10, Wonderful, (2)
"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
Pool
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (74)
"We enjoyed our stay. Check-in/Check-out was very easy with detailed instructions from the hosts. The house was very clean and comfortable and in a nice, quiet neighborhood close to Spanish Springs Square, golf courses, pools, restaurants and grocery stores. The hosts provided several kitchen staples such as coffee, spices, baggies, etc. as well as a few toiletries and beach towels which was very nice. Our guest passes were available upon arrival so we were all set to go enjoy The Villages on day...
Hot Tub House - Entire 3 Bedroom House in The Villages
Private kitchen
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.
Indoor pool, outdoor pool
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (76)
"Everything we could hope for. It was immaculate. Close to golf, Spanish Springs, and shopping"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Smart TV
Private Corner Unit Pool Home w/BBQ & Dog Friendly!
8.0 out of 10, Very good, (6)
"My kids came to visit and we don’t have room for them to stay. We relaxed, enjoyed shopping the squares and eating out, and floated in the pool. Perfect weather!"
Private Corner Unit Pool Home w/BBQ & Dog Friendly!
Fridge, microwave, oven, stovetop
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.
Interior
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
10.0 out of 10, Exceptional, (1)
"Very satisfied with rental property and with staff contact, Crystal."
Recently Updated & Complete w/Golf Cart, Coffee Bar, & MORE!
Fridge, microwave, oven, stovetop
This house is a 2 bedroom(s), 2 bathrooms, located in The Villages, FL.
9.6 out of 10, Exceptional, (5)
"All positive"
This house is a 2 bedroom(s), 2 bathrooms, located in The Villages, FL.
Property grounds
This house is a 2 bedroom(s), 2 bathrooms, located in The Villages, FL.
9.4 out of 10, Exceptional, (3)
"Very clean and spacious. We enjoyed our stay. Thank you."
This house is a 2 bedroom(s), 2 bathrooms, located in The Villages, FL.
Private kitchen
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
Exterior
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (65)
"Very nice and clean very close to all of the amenities that the villages offer"
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (35)
"From the moment that we booked the property manager was there to help us with the process. We arrived and we were very pleased with the cleanliness and the location There was a binder with information about the Villages and what their was to do as well as information on the property Our stay was short but we enjoyed our time in the property and would highly recommend"
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Property grounds
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (6)
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
Smart TV, books, printers
Cutest Cottage in Ocala you tube it !
4.0 out of 10, (1)
"Cute cottage but on a very noisy street. We all had difficulty sleeping. The beds were hard and the pillows all need replacing. Needs a Better cleaning protocol for dishes, rugs and upholstery. Long weeds with burrs and seeds in the yard got stuck in my dogs coat. We were close to the springs and restaurants."
Cutest Cottage in Ocala you tube it !
Exterior
1 mile from Nancy Lopez CC and Chatham Rec Centers.
9.6 out of 10, Exceptional, (13)
"The house and location are both excellent and highly recommended. Our only issue was the air conditioning. We did call on the first day but then it seemed to improve so we can canceled the service call. But it got hotter every day after that. Partly my bad, and I'm sure it's been addressed by now. So we recommend the property with no reservations. "
The price is NZ$380
per night
29 May - 30 May
1 mile from Nancy Lopez CC and Chatham Rec Centers.
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (6)
"Awesome place to stay, would definitely stay again very clean and loved the garage for keeping the motorcycles in"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Fridge, microwave, oven, stovetop
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (20)
"Great week"
Pool, Golf course view home with a golf cart
Don't see what you're looking for?
See all available properties in Lady Lake
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.

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

Outdoor pool
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
3.0 star property
8.0 out of 10, Very good, (1000)
"We had a room with one queen bed. The room was SMALL, but it was fine for two adults for two nights. Every staff member I came across was extremely nice & welcoming! We even got a phone call 30 minutes after we checked out letting us know we left 3 unopened bottles of juice & a can of red bull in the fridge. We were just up the road getting lunch & when we picked it up, they had it in the office fridge keeping it cold. I thought that was so nice & honest of the housekeeper of floor 2 & the...
The price is NZ$144
per night
3 Jun - 4 Jun
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Exterior
SureStay Plus Hotel by Best Western The Villages
2.5 star property
8.6 out of 10, Excellent, (247)
"I was waiting to begin a job and my original stay was extended by circumstances beyond my control. The staff was very accommodating and kind. Little glitches with software but it happens. Ok very all very good stay because of the staff. "
The price is NZ$136
per night
30 May - 31 May
SureStay Plus Hotel by Best Western The Villages
Suite, 1 King Bed with Sofa bed, Non Smoking, Hot Tub
Comfort Suites The Villages
2.5 star property
8.8 out of 10, Excellent, (1000)
"Will stY here again."
The price is NZ$160
per night
2 Jun - 3 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lady Lake holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lady Lake. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Lady Lake. Seeing all the best attractions is bound to make you fall in love with Lady Lake. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Lady Lake short-term rentals, that won’t be hard to do.

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.

How many holiday rentals are there in Lady Lake?

With 171 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 Orange Blossom Hills Golf & Country 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.

Recent reviews of Lady Lake properties
Expedia verified reviews