Search Lakeland - Winter Haven Villa Accommodation

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Villas in Lakeland - Winter Haven

Spacious 7-bedroom villa with Resort-style near Disney World

Spacious 7-bedroom villa with Resort-style near Disney World

A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

9.4 out of 10, Exceptional, (94)
"We enjoyed our stay with all the family together. The kids enjoyed the pool to the fullest!!"
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

South Facing Pool and Spa - Resort Amenities

7.6 out of 10, Good, (19)
"Lets go positive first Listing was mostly as advertised"
The price is AU$833
includes taxes & fees
10 Aug - 11 Aug
South Facing Pool and Spa - Resort Amenities

Reunion BRAND NEW Fancy Vacation Home

9.4 out of 10, Exceptional, (18)
"Spacious property with excellent facilities, perfect as a base for our Disney holiday "
Reunion BRAND NEW Fancy Vacation Home

West Facing Pool and Spa

9.0 out of 10, Wonderful, (76)
"The house was as advertised. It was spacious and comfortable and made for a great and relaxing vacation. Would definitely stay here again. "
West Facing Pool and Spa

Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages

9.8 out of 10, Exceptional, (176)
"Property accommodated our family of 10 nicely with plenty of seating in living room for all members to watch TV (NBA finals were on) and pool patio area where everyone could seat and enjoy morning coffee together and talk. Disney was about a 10 minute drive; however, traffic was a nightmare at times."
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages

Swim Up Pool Bar, Movie Theater - 2 miles to Disney World

10.0 out of 10, Exceptional, (103)
"Excellent stay and amenities. Pool was great! "
Swim Up Pool Bar, Movie Theater - 2 miles to Disney World

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

9.6 out of 10, Exceptional, (125)
"Excellent location, clean and spacious! Will definitely stay again!"
The price is AU$702
includes taxes & fees
24 Aug - 25 Aug
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

8BR, 4.5 BA, Pool, Sleeps 16

9.6 out of 10, Exceptional, (101)
"Everytime we stay in a rental home for this particular host, we always have a great stay. Always exceeds expectations! "
8BR, 4.5 BA, Pool, Sleeps 16

Luxurious 9BR Retreat | Pool, Games, & More

10.0 out of 10, Exceptional, (1)
"First off, the space, layout and amenities were perfect for our large family. We were pleased with the ease of check-in, the cleanliness and the amenities were great. We did have concerns that there was only seating at the dining table for 2 when the condo slept 20. We notified the agent was told he would address it. We stayed 3 nights and didn’t see anyone. Hopefully it has been fixed since our departure. "
Luxurious 9BR Retreat | Pool, Games, & More

BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark

10.0 out of 10, Exceptional, (36)
"We had a perfect stay. This was a great location for accessing all there is to do! Minutes from Disney and Universal. The house was very clean and nicely set up with just about everything you would ever need. The pool and hot tub were a hit after a long day of running around. The host was very quick in replying to any questions we had. Would definitely stay here again! "
BRAND NEW Mickey's Mansion @ Windsor Island Resort- Near Disney - Free Waterpark

Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa

8.6 out of 10, Excellent, (153)
"The house was great, a lot of the beds are squeaky. "
Luxury 8 Bedroom Villa, Good for 18 to 20, Pool/Spa

Windsor 10BD Disney Villa for large group! Pool/SPA/Game/BBQ/5 Kings/30 sleeps!

9.4 out of 10, Exceptional, (46)
"Beautiful place."
Windsor 10BD Disney Villa for large group! Pool/SPA/Game/BBQ/5 Kings/30 sleeps!

Sandyridge Disney/Universal/Seaworld/Golf 4bed/3bath Villa Pool Heat Included

9.6 out of 10, Exceptional, (109)
"Property was amazing. Close to Disney parks. "
Sandyridge Disney/Universal/Seaworld/Golf 4bed/3bath Villa Pool Heat Included

PRIVATE VILLA WITH SECURITY GATE, ON SUNSET LAKES-KISSIMMEE. 10MIN TO DISNEY :)

9.8 out of 10, Exceptional, (124)
"Absolutely loved our stay here! The house was clean and had plenty of space. Pool was nice and relaxing. Location is very convinient to the parks. I would stay here again the next time we are in the area! "
PRIVATE VILLA WITH SECURITY GATE, ON SUNSET LAKES-KISSIMMEE. 10MIN TO DISNEY :)

South Facing Pool and Spa!

8.0 out of 10, Very good, (18)
"We love it. "
South Facing Pool and Spa!

Our DisneyDreamVilla - Only minutes to DisneyWorld!!!

10.0 out of 10, Exceptional, (240)
"The home is beautiful and in the perfect location to visit all the Disney parks & Universal !"
Our DisneyDreamVilla - Only minutes to DisneyWorld!!!

Gorgeous, near parks, 2 master suites, private pool&spa, covered patio, wifi

9.6 out of 10, Exceptional, (77)
"Nice stay. "
Gorgeous, near parks, 2 master suites, private pool&spa, covered patio, wifi

New! 4-bedroom/Pool/Jacuzzi/ PGA Top Golf Course

9.4 out of 10, Exceptional, (33)
"Nice place"
New! 4-bedroom/Pool/Jacuzzi/ PGA Top Golf Course

Orlando Villa near Disney, free Private Heated Pool, free Grill and free WiFi

9.8 out of 10, Exceptional, (89)
"Was very nice and cozy. close to grocery store and restaurants. Would stay again "
Orlando Villa near Disney, free Private Heated Pool, free Grill and free WiFi
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Villas in Lakeland - Winter Haven cost between AU$702 and AU$833 per night. These getaways offer the privacy to enjoy your own space at a price that fits your budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Lakeland - Winter Haven?
Take your pick of 254 villas in Lakeland - Winter Haven. Whether you're getting away with your family or close friends, and wherever your travels take you, Expedia makes it easy to find the perfect space.
What is there to do near my villa in Lakeland - Winter Haven?
Whether you're here for dining, sightseeing, museums or malls, Lakeland - Winter Haven offers something for everyone! The top city of Lakeland has lots of things to do and see, including Polk Museum of Art, Polk Theatre and Explorations V Children s Museum. If you're headed to Winter Haven, Theatre Winter Haven, Indigos Billiards, Bowling & Games and Chain of Lakes Park have to be on your itinerary.