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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Winter Haven villas

Smart TV, video games

Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
9.2 out of 10, Wonderful, (30 reviews)
"Shannelle was extremely responsive, informative and friendly. Very nice accomodations. Pleasant stay. "
United States
Joel W.
The price is €226
includes taxes & fees
12 Aug - 13 Aug
Resort Villa, Pools Fun and relaxation/w Kingbed.
A heated pool

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Haines City
8.8 out of 10, Excellent, (88 reviews)
"Really enjoyed the house which was perfect for our family of nine people. The pool was really enjoyed by the kids and everyone had plenty of room to spread out for privacy. Only issues we had were a few blinds that need to be replaced and the tub in the master suite was not clean."
United States
dan l.
The price is €351
includes taxes & fees
2 Aug - 3 Aug
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Exterior

Luxury 5BR Family Villa Near Disney

Luxury 5BR Family Villa Near Disney
Champions Gate
10.0 out of 10, Exceptional, (1 review)
"Rooms were real clean and the host were great, amazing communication."
United States
Darion W.
Luxury 5BR Family Villa Near Disney
Exterior

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion

Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Kissimmee
9.0 out of 10, Wonderful, (7 reviews)
"It was an ok visit "
United States
Cordell G.
The price is €263
includes taxes & fees
12 Aug - 13 Aug
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Villa (4 Bedrooms) | Interior

Spacious Townhome Near Disney, Free Parking

Spacious Townhome Near Disney, Free Parking
3.5 star property
Regal Palms
8.0 out of 10, Very good, (1 review)
"The unit was clean. The host was responsive. The resort property was fun and welcoming. Definitely enjoyed the pool area. Location was pretty good for all the things we wanted to do. The check-in check-out process was pretty smooth. I would definitely stay here again when I visit this area."
United States
Marquita
The price is €268
includes taxes & fees
11 Aug - 12 Aug
Spacious Townhome Near Disney, Free Parking
Exterior

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (220 reviews)
"Great communication. Nice pool and hot tub area."
United States
David V.
The price is €454
includes taxes & fees
2 Aug - 3 Aug
Amazing Villa with south facing pool and conservation view
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (15 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is €402
includes taxes & fees
7 Aug - 8 Aug
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior

Family Vacation @ Resort with Private Pool, 6Bdrm

Family Vacation @ Resort with Private Pool, 6Bdrm
Solterra Resort
8.8 out of 10, Excellent, (30 reviews)
"Great place, just be careful parking on the street. "
United States
Tim B.
Family Vacation @ Resort with Private Pool, 6Bdrm
Outdoor pool, a heated pool

Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney

Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
Sandy Ridge
The price is €358
includes taxes & fees
6 Aug - 7 Aug
Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
Exterior

1052 3BR Luxury Resort House by Disney Orlando

1052 3BR Luxury Resort House by Disney Orlando
Festival
The price is €275
includes taxes & fees
9 Aug - 10 Aug
1052 3BR Luxury Resort House by Disney Orlando
Exterior

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Solterra Resort
9.8 out of 10, Exceptional, (217 reviews)
"Was just a place to sleep but worked out well for our group"
United States
Dionne A.
The price is €474
includes taxes & fees
5 Aug - 6 Aug
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Villa, 4 Bedrooms | Exterior

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
Highlands Reserve
8.0 out of 10, Very good, (1 review)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is €502
includes taxes & fees
30 Jul - 31 Jul
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Exterior

Beach Resort near Disney with Poolside Tike Bar

Beach Resort near Disney with Poolside Tike Bar
Bahama Bay
9.6 out of 10, Exceptional, (4 reviews)
"Love it"
United States
Jerome S.
The price is €279
includes taxes & fees
30 Jul - 31 Jul
Beach Resort near Disney with Poolside Tike Bar
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 €377
includes taxes & fees
9 Aug - 10 Aug
The Sunny | Theme Parks • Heated Pool • Grill
Villa (4 Bedrooms) | Interior

Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is €286
includes taxes & fees
2 Aug - 3 Aug
Solara Resort Home With Private Pool Near Disney
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, (12 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is €445
includes taxes & fees
27 Aug - 28 Aug
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

8BR Villa with private pool and game room near Disney

8BR Villa with private pool and game room near Disney
Champions Gate
The price is €875
includes taxes & fees
1 Aug - 2 Aug
8BR Villa with private pool and game room near Disney
Exterior

Tropical Resort near Disney with Poolside Tiki Bar

Tropical Resort near Disney with Poolside Tiki Bar
Bahama Bay
8.0 out of 10, Very good, (1 review)
"We enjoyed our time. Everything was as described in the listing."
United States
Gina W.
The price is €279
includes taxes & fees
30 Jul - 31 Jul
Tropical Resort near Disney with Poolside Tiki Bar
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is €306
includes taxes & fees
6 Aug - 7 Aug
17319 4BR Townhouse Heated Pool near Disney
Exterior

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Reunion
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Everick
The price is €328
includes taxes & fees
12 Aug - 13 Aug
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Good option for a traveling family."
Shirley 2-night trip
Posted 1 hour ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
198
Accommodation
8860 Villas
Lowest Price
€226
Highest Price
€875

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between €226 and €875 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 9.0. 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 8860 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.