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Villas in Lakeland - Winter Haven

🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢

10.0 out of 10, Exceptional, (5)
🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢

Hampton Lakes - Contemporary 4 bedrooms home with game room

9.4 out of 10, Exceptional, (14)
"We enjoyed our stay the house was great we loved the pool was clean and I paid extra for it to be heated..would go back to this house to stay .was close to stores too . Thanks for letting us have this home ."
Hampton Lakes - Contemporary 4 bedrooms home with game room

Luxury 12 Bed / 14 Bath Villa in Reunion Resort

9.6 out of 10, Exceptional, (85)
"Great location. House had many small repairs needed. Refrigerator, coffee pot, food stuck on curtain to pool, shower in one room broken knob and didn’t work. "
Luxury 12 Bed / 14 Bath Villa in Reunion Resort

Luxury Villa Close to Disney 5br Private Pool

9.8 out of 10, Exceptional, (59)
"Everything was great!! We very much enjoyed our stay! "
Luxury Villa Close to Disney 5br Private Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (296)
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4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!

10.0 out of 10, Exceptional, (24)
"We enjoyed our stay. It was very comfortable and nice. "
8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!

West Facing Pool and Spa

9.0 out of 10, Wonderful, (74)
"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

3 MILES FROM DISNEY!! Private SOUTH facing Pool. Awesome family villa

9.6 out of 10, Exceptional, (218)
"Great "
3 MILES FROM DISNEY!! Private SOUTH facing Pool. Awesome family villa

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 ¥50,534
¥82,296 total
includes taxes & fees
Aug 4 - Aug 5
South Facing Pool and Spa - Resort Amenities

Windsor Hills! Free Pool Heat/BBQ/Waterpark. Game Room w/Theater, Themed Rooms.

10.0 out of 10, Exceptional, (64)
"House was great, plenty of room for the 10 of us. Kids loved the pool, swam all day. Appliances all worked well, everything was as described. The amenities at the club house were also fantastic, nice pools, splash pad, slides. Restaurant had decent food and specialty coffees as well."
Windsor Hills! Free Pool Heat/BBQ/Waterpark. Game Room w/Theater, Themed Rooms.

MARCH SPECIAL AVAILABLE!

9.0 out of 10, Wonderful, (77)
"Lovely stay, Nicole was very communicative and accommodating. The location was very quiet and relaxing."
MARCH SPECIAL AVAILABLE!

New Opening! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

9.6 out of 10, Exceptional, (5)
"The communication with Andy was good. The dishes were dirty and needed to be washed before we used them. The floors were not very clean either. The pool heater was not properly but got repaired in a few days. "
New Opening! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

*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 ¥24,369
¥66,746 total
includes taxes & fees
Aug 24 - Aug 25
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Westridge Luxury Family Villa near Disney and other Theme parks.

9.8 out of 10, Exceptional, (141)
"Very nice house with excellent communication from host Kris. I have stayed in several villas in Orlando over the years and Kris is the best host in my experience. House was great, pool was great, bbq worked and was...great. Thanks Kris, will stay again."
Westridge Luxury Family Villa near Disney and other Theme parks.

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (194)
"This was a perfect little stay for us! Love the pool and great location! "
Glenbrook Retreat-Come in as Guests and Leave as Friends

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

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

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

South Facing Pool and Spa!

8.4 out of 10, Very Good, (17)
"Nice place to stay"
South Facing Pool and Spa!
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 Lakeland - Winter Haven Hotel Reviews

Frequently asked questions

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between ¥24,369 and ¥50,534 per night for villas in Lakeland - Winter Haven. No matter your budget, a fantastic stay is just a few clicks away on Expedia. These prices were 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 a look at our 227 villas in Lakeland - Winter Haven and then book your favorite. Whether you're planning a family vacation or jet-setting with friends, Expedia has got you covered.
Why book your villa in Lakeland - Winter Haven with Expedia?
Booking a villa in Lakeland - Winter Haven is as simple as deciding on your travel dates and choosing an option that checks your boxes. Looking for something upscale or budget friendly, or a stay that also offers a pool and free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.