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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Winter Haven villas

Exterior

Family Vacation Home · 8 Minutes from Legoland Florida

Family Vacation Home · 8 Minutes from Legoland Florida
Winter Haven
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 HK$1,145
HK$2,881 total
includes taxes & fees
18 Jan - 19 Jan
Family Vacation Home · 8 Minutes from Legoland Florida
Exterior

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
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 HK$611
HK$1,906 total
includes taxes & fees
18 Jan - 19 Jan
Completely Renovated 3/2 Close to Disney parks
Exterior

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
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 HK$749
HK$3,681 total
includes taxes & fees
18 Jan - 19 Jan
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa
Trafalgar Village
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 HK$850
HK$3,234 total
includes taxes & fees
20 Jan - 21 Jan
Resort Villa with Private Pool & Spa
Pool

The Sunny | Theme Parks • Heated Pool • Grill

The Sunny | Theme Parks • Heated Pool • Grill
Sandy Ridge
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 price is HK$943
HK$3,091 total
includes taxes & fees
19 Jan - 20 Jan
The Sunny | Theme Parks • Heated Pool • Grill
Outdoor dining

Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi

Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
Lake Berkley
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 HK$686
HK$3,773 total
includes taxes & fees
22 Jan - 23 Jan
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
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 HK$1,318
HK$3,142 total
includes taxes & fees
17 Jan - 18 Jan
Close to Disney - shabby chic style villa with private pool!!
4 bedrooms

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is HK$1,441
HK$3,965 total
includes taxes & fees
20 Jan - 21 Jan
New 4BR Villa Themed Beds Magic
Exterior

Eternal Summer At Solterra Resort 5 Bedroom Villa

Eternal Summer At Solterra Resort 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is HK$971
HK$5,528 total
includes taxes & fees
20 Jan - 21 Jan
Eternal Summer At Solterra Resort 5 Bedroom Villa
Exterior

Family Vacation @ Resort with Private Pool, 6Bdrm

Family Vacation @ Resort with Private Pool, 6Bdrm
Solterra Resort
9.2 out of 10, Wonderful, (18 reviews)
"Great house with plenty of space for us all. The onsite facilities were also good for when we had time away from the theme parks. Location was good, host has great communication. If we get back to Florida we will stay again :)"
Australia
Tracey D.
The price is HK$702
HK$3,421 total
includes taxes & fees
20 Jan - 21 Jan
Family Vacation @ Resort with Private Pool, 6Bdrm
Exterior

Mickey's Backyard Themed 6BR with Pool

Mickey's Backyard Themed 6BR with Pool
2.5 star property
Kissimmee
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 HK$975
HK$4,146 total
includes taxes & fees
19 Jan - 20 Jan
Mickey's Backyard Themed 6BR with Pool
Outdoor pool, a heated pool, pool loungers

Splendid Lake View Villa With Heated Pool/spa Near Disney

Splendid Lake View Villa With Heated Pool/spa Near Disney
Loughman
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 HK$1,404
HK$4,090 total
includes taxes & fees
19 Jan - 20 Jan
Splendid Lake View Villa With Heated Pool/spa Near Disney
Interior

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is HK$904
HK$2,274 total
includes taxes & fees
27 Jan - 28 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location
Exterior

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"It was amazingly themed and the host kept up the theme in her communication. We only stayed one night and it was a great time. "
United States
Alyssa J.
The price is HK$678
HK$3,770 total
includes taxes & fees
21 Jan - 22 Jan
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Exterior

MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests

MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Lake Berkley
8.6 out of 10, Excellent, (32 reviews)
"Thank you. We had a great stay."
United States
Kimberly K.
The price is HK$1,443
HK$4,263 total
includes taxes & fees
17 Jan - 18 Jan
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Exterior

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Kissimmee
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 HK$1,099
HK$3,800 total
includes taxes & fees
25 Jan - 26 Jan
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
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 HK$975
HK$3,673 total
includes taxes & fees
6 Feb - 7 Feb
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior

Kid-Friendly, themed vacation home close to Disney/Universal

Kid-Friendly, themed vacation home close to Disney/Universal
Kissimmee
10.0 out of 10, Exceptional, (6 reviews)
"Quiet, clean, and had everything we needed for our week in Orlando. Close to Disney and shops made our week easy, enjoyable, hassle free."
United States
Brittany S.
The price is HK$624
HK$2,522 total
includes taxes & fees
21 Jan - 22 Jan
Kid-Friendly, themed vacation home close to Disney/Universal
Exterior

Ospreys Landing At Solterra Resort 6 Bedroom Home

Ospreys Landing At Solterra Resort 6 Bedroom Home
3.0 star property
Solterra Resort
The price is HK$1,152
HK$5,985 total
includes taxes & fees
24 Jan - 25 Jan
Ospreys Landing At Solterra Resort 6 Bedroom Home
Outdoor pool, a heated pool

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (77 reviews)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is HK$1,170
HK$3,352 total
includes taxes & fees
19 Jan - 20 Jan
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
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 about Parkway is excellent. The rooms are very spacious and the facilities are perfect"
Peter 21-night trip
Posted 1 day ago
Parkway International Resort

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
334
Accommodation
8785 Villas
Lowest Price
HK$1,906
Highest Price
HK$5,985

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between HK$1,906 and HK$5,985 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 holiday, a getaway with friends and everything in between, Expedia will help you find the ideal space in a few easy clicks.
Are there any family-friendly villas in Winter Haven?
Put your feet up at Private Pool 3 Bedroom Home By Redawning, a 3.5-star option just a quick drive from downtown. Conveniences here include WiFi and a pool table. Another family-friendly getaway is Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa. Laundry facilities and an oven help make this 3.5-star retreat a guest favourite. Once you've checked in and unpacked your bags, there's a host of family-friendly attractions to visit around Winter Haven. LEGOLAND® Florida and Indigo's Family Fun Centre are two popular options.
Why book your villa in Winter Haven with Expedia?
Expedia makes it a cinch to find your ideal villa in Winter Haven. Holidaying 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.
What is there to do near my villa in Winter Haven?
Whatever you love doing, Winter Haven has a whole lot to keep you on the move. Indigo's Family Fun Centre, Lake Henry Golf Club and Cypresswood Golf and Country Club are on many visitors' agendas. Don't leave without exploring LEGOLAND® Florida, Chain of Lakes Park and Theatre Winter Haven either. With Expedia's Winter Haven hotel deals, you'll be able to discover even more renowned attractions like these with the money you save.

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