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Compare 257 Villas in Lakeland - Winter Haven with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (110)
"We had a great stay! Close to Disney! Loved the heated pool and spa! Amazing! "
The price is SAR 574
SAR 1,619 total
includes taxes & fees
13 May - 14 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

9.8 out of 10, Exceptional, (225)
"The property is just as it looks in the listing, clean and well appointed, and was a great home to relax in after long theme park days! Our kids enjoyed the pool and the game room and we appreciated the deck chairs where we could put our feet up with a cocktail and keep an eye on the kiddos. Disney theme parks weren't more than 15 mins away by car, and while Universal was farther (about 30 mins) it was still an easy, convenient drive. This property is a great pick for any family doing the theme...
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (276)
"We are snowbirds and this year our son and his family came down for spring break to go to Disney World so we needed someplace big enough for all of us. This was perfect - downstairs king bedroom with en suite for us and 3 bedrooms and 2 bathrooms upstairs for them. Emerald Island is a beautiful resort. We had a heated pool and hot tub just a short walk away. Our grandkids enjoyed the pool very much. We were very close to DW so didn't have to put up with the traffic jams as much. Getting there...
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

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

9.4 out of 10, Exceptional, (85)
"Our 9 night stay as a family was fantastic! We are a group of 6 adults and 3 kids ranging in age from 10-14. The feature we loved most was the set up of this home with the three master suites and the spaciousness of all the rooms. Pool and hot tub were great and worked flawlessly. We spent a fair amount of time at the resort pool as well, which we all enjoyed. The only items we were really missing and could have used more of were towels and just extra blankets. Absolutely zero issues with host,...
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

Modern Villa less than 10 minutes from Disney

10.0 out of 10, Exceptional, (110)
"We had a great stay at this vacation home! The house was mostly clean and had everything we needed for a comfortable trip. The kids especially loved the Mickey-themed game room — it kept them entertained for hours! The location was a huge plus — super convenient to both Disney and Universal, which made getting around really easy. Overall, it was a nice spot to relax after long days at the parks. "
Modern Villa less than 10 minutes from Disney

Ultimate New Encore Home Modern Furnishings Throughout

8.4 out of 10, Very Good, (26)
"Myself and 11 others travel south each what for Speedweeks in Daytona. We stay in the Kissimmee area because there is so much to do. This was our 4th year and by far our favorite house we have stayed in. The house was clean and just like the picture. The backyard had plenty of room for all of us to relax and just chill out. Great home!!!"
Ultimate New Encore Home Modern Furnishings Throughout

NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

9.8 out of 10, Exceptional, (153)
"Beautiful property close to Disney and Old Town! The pool and spa were the selling point! Would stay here again!"
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

10.0 out of 10, Exceptional, (229)
"I stayed in this home for one week with my family of 10. The home was exactly as described and shown in photos. The host was easily accessible and gracious with my questions. Will definitely be staying here again. "
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

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

10.0 out of 10, Exceptional, (3)
"Had a wonderful stay in this property!"
NEW OPENING! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

Mickey's Mansion!7BDR Themed,Pool/Spa, near Disney

9.4 out of 10, Exceptional, (80)
"Overall amazing place. The house was beautiful, the weather beautiful. The pool was cold, but the kids enjoyed it. And if i had one negative, maybe a pizza pan for cooking?? But otherwise, our family vacation was a success. Thank you for sharing withbus. "
Mickey's Mansion!7BDR Themed,Pool/Spa, near Disney

Luxury Home, Arcade, Heated Private Pool Free, Near Disneyland. Pet Friendly.

9.4 out of 10, Exceptional, (18)
"We really enjoyed our time here. The home was clean, spacious and in a great location. The owner was responsive and communicated very clearly. "
Luxury Home, Arcade, Heated Private Pool Free, Near Disneyland. Pet Friendly.

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (183)
"The property is conveniently located to the attractions of Orlando, but far enough away to not be a constant nuisance. The property is well equipped with everything you might need. The decor of the home is a little tired. I imagine it gets a lot of use so the paint on the walls could be spruced up, and some of the furnishings have been worn. For example, there’s burn marks on the countertops where people have placed hot pots. The one thing I would recommend is to fix the safety fence around...
Glenbrook Retreat-Come in as Guests and Leave as Friends

Outdoor Movie System, Outdoor pool, 15 min. to Disney, Family friendly!

9.2 out of 10, Wonderful, (72)
"We had 18 people in our group ranging from 3 to 73 years old. This property was perfect for our group. We never felt like we were right on top of each other. We took advantage of all the amenities that we paid for. The pool/spa area, and the game room were used every day. The clubhouse was very nice, but we were only able to take advantage of it a few times. The two refrigerators, dishwashers, and washers/dryers came in very handy. For large groups this place is worth it. "
Outdoor Movie System, Outdoor pool, 15 min. to Disney, Family friendly!

The Peninsula - Villa with Pool Conservation Area View

9.4 out of 10, Exceptional, (153)
"Everything was just as described. The only recommendations would be to bring Roku sticks because the tvs are not smart tvs. Also, be aware that the cleaning crew will be there waiting for you to exit the premise. We felt rushed to leave as they arrived at around 9:30. "
The Peninsula - Villa with Pool Conservation Area View

A Star Wars themed villa for fans young and old

10.0 out of 10, Exceptional, (93)
"My family and I had an amazing stay! The house was clean and equipped with everything we needed. My kids enjoyed the pool and game room very much. We’d definitely return!"
A Star Wars themed villa for fans young and old

Luxurious 6 bed, 5.5 bath villa, south facing, extended private pool

9.8 out of 10, Exceptional, (57)
"We really enjoyed our stay! We had 7 people and really enjoyed the number of bedrooms and bathrooms, giving everyone ample space. The property was very clean and everything worked as it should. We would definitely stay here again. "
Luxurious 6 bed, 5.5 bath villa, south facing, extended private pool

Brand New 10BR at Windsor Island/Pool/Spa/Firework View

2.5 star property
10.0 out of 10, Exceptional, (4)
"The house was amazing. Chuck was a terrific manager and responded quickly when we had a question. Waterpark was outstanding. Thanks for the wonderful vacation."
Brand New 10BR at Windsor Island/Pool/Spa/Firework View

EXQUISITE VILLA - 2 Master Suites, Pool South+Spa, Gas BBQ, Game Room, WIFI

9.6 out of 10, Exceptional, (206)
"Great cozy and clean place. Would stay here again. "
EXQUISITE VILLA - 2 Master Suites, Pool South+Spa, Gas BBQ, Game Room, WIFI

Be Our Guest House ~ A Unique Disney Experience in Itself ~ Star Wars & Frozen.

10.0 out of 10, Exceptional, (239)
"The property was great and accommodating in more ways than we could have asked for. "
Be Our Guest House ~ A Unique Disney Experience in Itself ~ Star Wars & Frozen.

Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI

8.6 out of 10, Excellent, (61)
"Poor communication when questions were asked."
Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/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.
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Other property types in Lakeland - Winter Haven

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5334)
"Went for spring break two years in a row. A few issues but overall we liked our stay. "
The price is SAR 422
SAR 594 total
includes taxes & fees
14 May - 15 May
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1339)
"Very nice and quiet. "
The price is SAR 2,812
SAR 4,135 total
includes taxes & fees
1 May - 2 May
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1741)
"The size of the rooms had everything needed to make the stay comfortable."
The price is SAR 539
SAR 649 total
includes taxes & fees
14 May - 15 May
The Berkley, Orlando
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

How much do villas in Lakeland - Winter Haven cost?
Expect to pay between SAR 574 and SAR 574 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 257 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.
How can I find cheap villas in Lakeland - Winter Haven?
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