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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Winter Haven villas

Villa (4 Bedrooms) | Interior

Solara Resort Home With Pool 15min to Disney World

Solara Resort Home With Pool 15min to Disney World
3.0 star property
Kissimmee
The price is £244
includes taxes & fees
15 Jun - 16 Jun
Solara Resort Home With Pool 15min to Disney World
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
17319 4BR Townhouse Heated Pool near Disney
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 £197
includes taxes & fees
15 Jun - 16 Jun
Resort Villa, Pools Fun and relaxation/w Kingbed.
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, (10 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is £351
includes taxes & fees
15 Jun - 16 Jun
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.6 out of 10, Good, (12 reviews)
"All inclusive good "
United States
Nelson
The price is £126
includes taxes & fees
16 Jun - 17 Jun
VedaHive Luxury Villa
House | 3 bedrooms

Bahama Bay Resort - Ground Floor

Bahama Bay Resort - Ground Floor
2.0 star property
Bahama Bay
The price is £315
includes taxes & fees
12 Jun - 13 Jun
Bahama Bay Resort - Ground Floor
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, (56 reviews)
"Host was very welcoming and accommodating with quick responses when needed."
United States
Nancy C.
The price is £505
includes taxes & fees
11 Jun - 12 Jun
Splendid Lake View Villa With Heated Pool/spa Near Disney
A heated pool

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (88 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is £625
includes taxes & fees
14 Jun - 15 Jun
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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)
"Villa was very nice. Accommodations were great & we enjoyed our stay. Grounds were kept very nice & enjoyed the pool. "
United States
Russell K.
The price is £223
includes taxes & fees
24 Jun - 25 Jun
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
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, (215 reviews)
"We enjoyed our stay thank you! The host was very responsive and the couple small issues were addressed and resolved. Monique was also a delight. "
United States
Heather F.
The price is £416
includes taxes & fees
20 Jun - 21 Jun
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Villa (4 Bedrooms) | Interior

Near Disney With Heated Resort Pool and Lazy River

Near Disney With Heated Resort Pool and Lazy River
3.0 star property
Regal Palms
The price is £205
includes taxes & fees
11 Jun - 12 Jun
Near Disney With Heated Resort Pool and Lazy River
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 reviews)
"Hosts were great and very responsive! Our family loved our stay, house was nice and plenty of room for all of us! We would definitely stay here again! Thank you for being such great hosts!"
United States
Amanda P.
The price is £363
includes taxes & fees
14 Jun - 15 Jun
🌿Welcome to the Jungle🌿
Outdoor pool, a heated pool

Fabulous South Facing Lakeside Villa with Private Pool, all at ground level.

Fabulous South Facing Lakeside Villa with Private Pool, all at ground level.
Eagle Pointe South
9.2 out of 10, Wonderful, (114 reviews)
"Great location, cozy home. I’m not a"
United States
Annette A.
The price is £276
includes taxes & fees
14 Jun - 15 Jun
Fabulous South Facing Lakeside Villa with Private Pool, all at ground level.
Villa, 6 Bedrooms | Exterior

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
3.0 star property
Davenport
9.0 out of 10, Wonderful, (2 reviews)
"Everything was great "
United States
Nena
The price is £576
includes taxes & fees
24 Jun - 25 Jun
6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
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, (87 reviews)
"We had a small issue in the very beginning, but they were very accommodating and the communication was excellent! The house was perfect for what we needed it and we will definitely be renting again!"
United States
Kristina S.
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
House | 3 bedrooms

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is £308
includes taxes & fees
14 Jun - 15 Jun
Bahama Bay Resort - Grand Bahama Penthouse
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, (40 reviews)
"Beautiful home and perfect for our family! Pool was great, bedroom setups were nice and my daughter loved the princess dress up clothes!"
United States
Anonymous traveller
The price is £359
includes taxes & fees
18 Jun - 19 Jun
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Pool

Private Pool, Spa on Gated Community

Private Pool, Spa on Gated Community
Highgate Park
8.8 out of 10, Excellent, (57 reviews)
"The house was very clean. The host was helpful and responded quickly with any questions or concerns we had."
United States
Joy W.
Private Pool, Spa on Gated Community
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 £318
includes taxes & fees
6 Jul - 7 Jul
Beach Resort near Disney with Poolside Tike Bar
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, (81 reviews)
"We had a great time staying in this vacation rental!"
United States
Amanda S.
The price is £294
includes taxes & fees
11 Jun - 12 Jun
*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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Wonderful hotel, seems newly built; very clean, modern and well kept. Pool and lazy river were AMAZING! Breakfast was really good, lots of options with the buffet. We stayed in a regular room and it didn't have a microwave which was a little inconvenient, but there is one in the lobby. Would stay here again!"
Darilsi 2-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
814
Accommodation
9002 Villas
Lowest Price
£126
Highest Price
£625

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between £126 and £625 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. Travellers staying at this 3.5-star retreat will enjoy access to a swimming pool and a lanai. Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa is also a sought-after stay. This 3.5-star villa comes with a garden and a swimming pool, among other conveniences.
How many villas are there in Winter Haven?
Pack your bags and pick from 9002 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.
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.