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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winter Haven villas

Exterior

Villa in Winter Haven

Family Vacation Home · 8 Minutes from Legoland Florida
10.0 out of 10, Exceptional, (1 review)
"Beautiful clean home. Lots of amenities. However it here were glass decorations on table. We moved them out of reach of 2 and 4 year old. Otherwise BEAUTIFUL! Definitely would stay here again."
United States
Roberta W.
The price is AED 577
AED 1,422 total
includes taxes & fees
30 Jan - 31 Jan
Family Vacation Home · 8 Minutes from Legoland Florida
Interior

Villa in Kissimmee

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
Magical Disney Getaway- Belle, Potter, & Minions
Exterior

Villa in Royal Palm Bay

Completely Renovated 3/2 Close to Disney parks
10.0 out of 10, Exceptional, (22 reviews)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
The price is AED 264
AED 879 total
includes taxes & fees
25 Jan - 26 Jan
Completely Renovated 3/2 Close to Disney parks
TV, video games, books, offices

Villa in Lake Berkley

Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
10.0 out of 10, Exceptional, (2 reviews)
"Me and my girls had a blast staying here the home was incredibly beautiful and slept all of just very comfortably! the host was attentive and replied fast with questions. The gate was a little tricky just because we had multiple cars but overall it was a great place!"
United States
Ireland C.
The price is AED 345
AED 1,795 total
includes taxes & fees
27 Jan - 28 Jan
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
Exterior

Villa in Trafalgar Village

Resort Villa with Private Pool & Spa
9.0 out of 10, Wonderful, (2 reviews)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
The price is AED 441
AED 1,573 total
includes taxes & fees
26 Jan - 27 Jan
Resort Villa with Private Pool & Spa
Exterior

Villa in Trafalgar Village

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
8.8 out of 10, Excellent, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is AED 353
AED 1,741 total
includes taxes & fees
26 Jan - 27 Jan
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Pool

Villa in Sandy Ridge

The Sunny | Theme Parks • Heated Pool • Grill
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The Sunny | Theme Parks • Heated Pool • Grill
Villa, 6 Bedrooms | Exterior

Villa in Solterra Resort

Ospreys Landing At Solterra Resort 6 Bedroom Home
3.0 star property
The price is AED 455
AED 2,698 total
includes taxes & fees
24 Jan - 25 Jan
Ospreys Landing At Solterra Resort 6 Bedroom Home
Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Modern 3 Bed Villa, Newly Renovated, Prime Location
Exterior

Villa in Lake Berkley

Close to Disney - shabby chic style villa with private pool!!
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is AED 621
AED 1,480 total
includes taxes & fees
23 Jan - 24 Jan
Close to Disney - shabby chic style villa with private pool!!
Exterior

Villa in Kissimmee

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
10.0 out of 10, Exceptional, (2 reviews)
"The house fit the 7 of us so well. Lots of room that’s for sure! House was in great shape. Pictures are very accurate. Pool area was nice as well we enjoyed our stay "
Canada
Christine L.
The price is AED 517
AED 1,790 total
includes taxes & fees
25 Jan - 26 Jan
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Interior

Villa in Regal Palms

1307-4-ca-townhome at Regal Palms
2.5 star property
1307-4-ca-townhome at Regal Palms
Interior

Villa in Clermont

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
The price is AED 422
AED 1,076 total
includes taxes & fees
26 Jan - 27 Jan
Upstay Pristine 3BR Home With Private Pool & BBQ
Exterior

Villa in Kissimmee

Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (76 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
Fully-Equipped Villa Next to Disney!
Outdoor pool, a heated pool

Villa in Sandy Ridge

Gorgeous VILLA near Disney, Private Heated South Pool
8.6 out of 10, Excellent, (11 reviews)
"Great place, close to everything, enjoyed the pool, appreciated everything on one floor, the owner checked in on us, which was nice. We would definitely stay here again."
Canada
Bruce P.
The price is AED 459
AED 1,730 total
includes taxes & fees
6 Feb - 7 Feb
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior

Villa in Kissimmee

Mickey's Backyard Themed 6BR with Pool
2.5 star property
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."
United Kingdom
Kris S.
The price is AED 459
AED 1,938 total
includes taxes & fees
23 Jan - 24 Jan
Mickey's Backyard Themed 6BR with Pool
Outdoor pool, a heated pool, sun loungers

Villa in Loughman

Splendid Lake View Villa With Heated Pool/spa Near Disney
9.4 out of 10, Exceptional, (44 reviews)
"Our stay was great. The home is beautiful. Claire was very responsive to our questions. I definitely would stay again. I highly recommend. "
United States
Alfredo V.
The price is AED 661
AED 1,916 total
includes taxes & fees
23 Jan - 24 Jan
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa, 3 Bedrooms | Aerial view

Villa in Kissimmee

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Exterior

Villa in Kissimmee

Kid-Friendly, themed vacation home close to Disney/Universal
10.0 out of 10, Exceptional, (7 reviews)
"Can’t say enough about how perfect this property is. Well stocked and extremely comfortable beds and pillows. Only thing I’ll say is the TV I couldn’t figure out how to use (user error I’m sure). Will certainly be back for another weekend getaway. "
United States
Anonymous traveler
The price is AED 326
AED 1,239 total
includes taxes & fees
26 Jan - 27 Jan
Kid-Friendly, themed vacation home close to Disney/Universal
Exterior

Villa in Davenport

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
9.0 out of 10, Wonderful, (66 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is AED 506
AED 2,982 total
includes taxes & fees
26 Jan - 27 Jan
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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 Winter Haven Hotel Reviews

Parkway International Resort

Parkway International Resort

10/10 Excellent
"EVERYTHING WAS PERFECT!!"
Jonathan Louis Figueroa 5-night trip
Posted 17 hours ago
Parkway International Resort

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between AED 879 and AED 2,982 per night. These stays offer the privacy to enjoy your own space at a price you can afford. 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.
What are the best villas in Winter Haven?
Winter Haven has multiple villas with a total average guest review rating of 9.4. Private Pool 3 Bedroom Home By Redawning is a popular option with Expedia guests. Visitors staying at this 3.5-star getaway will have access to a swimming pool and a lanai. Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa is also a highly recommended stay. This 3.5-star villa comes with a tennis court and a swimming pool, among other conveniences.
How many villas are there in Winter Haven?
Pack your bags and pick from 8785 villas in Winter Haven. For a family vacation, a getaway with friends and everything in between, Expedia will help you find the ideal space in a few easy clicks.
Why book your villa in Winter Haven with Expedia?
Expedia makes it a cinch to find your ideal villa in Winter Haven. Vacationing with the family? Use our handy filters to look for stays with amenities like a pool and WiFi. If you have a budget, click on how much you're willing to spend and the star rating of the property. We'll help you find a perfect place in tune with your style and taste.
How can I find cheap villas in Winter Haven?
The easiest way to get cheap villas in Winter Haven is with Expedia's user-friendly filter tool. Fine-tune your search results by amenities, star rating and budget to land awesome bargains in just a click or two.

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