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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

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, (2 reviews)
"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 ￥20,395
￥54,423 total
includes taxes & fees
Mar 26 - Mar 27
Family Vacation Home · 8 Minutes from Legoland Florida
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, (216 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
The price is ￥29,992
￥83,179 total
includes taxes & fees
Mar 31 - Apr 1
Amazing Villa with south facing pool and conservation view
Exterior

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Davenport
9.0 out of 10, Wonderful, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is ￥32,849
￥142,732 total
includes taxes & fees
Mar 29 - Mar 30
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Villa, 3 Bedrooms | Aerial view

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Kissimmee
2.0 out of 10, (1 review)
"poor communication. charged me early check in and late check out fee that was due to their unresponsiveness and poor communication"
United States
Nicola
The price is ￥17,771
￥88,577 total
includes taxes & fees
Mar 26 - Mar 27
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
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 ￥26,819
￥64,265 total
includes taxes & fees
Mar 26 - Mar 27
Close to Disney - shabby chic style villa with private pool!!
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, (86 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is ￥34,674
￥155,873 total
includes taxes & fees
Apr 1 - Apr 2
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Front of property

Champions Gate Oasis, 4BR Vacation Haven

Champions Gate Oasis, 4BR Vacation Haven
3.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"This property is amazing to stay when you want to bring the whole family, nice amenities, personal pool and great price! Highly recommend!"
United States
ashley
The price is ￥30,310
￥73,126 total
includes taxes & fees
Mar 29 - Mar 30
Champions Gate Oasis, 4BR Vacation Haven
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, (28 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
Completely Renovated 3/2 Close to Disney parks
Exterior

Fully-Equipped Villa Next to Disney!

Fully-Equipped Villa Next to Disney!
Kissimmee
9.2 out of 10, Wonderful, (80 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is ￥15,869
￥34,694 total
includes taxes & fees
Mar 30 - Mar 31
Fully-Equipped Villa Next to Disney!
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is ￥6,191
￥26,515 total
includes taxes & fees
Apr 12 - Apr 13
VedaHive Luxury Villa
Interior

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (9 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is ￥14,782
￥58,768 total
includes taxes & fees
Apr 14 - Apr 15
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Exterior

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
9.8 out of 10, Exceptional, (8 reviews)
"Our stay was great , lose to everything we wanted to do."
United States
Nadine B.
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Outdoor pool, a heated pool, sun 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, (48 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
The price is ￥40,466
￥104,608 total
includes taxes & fees
Apr 7 - Apr 8
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa, 5 Bedrooms | Exterior

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is ￥19,967
￥109,900 total
includes taxes & fees
Mar 26 - Mar 27
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
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 ￥22,534
￥72,394 total
includes taxes & fees
Mar 26 - Mar 27
Resort Villa with Private Pool & Spa
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.8 out of 10, Excellent, (12 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 ￥17,853
￥69,349 total
includes taxes & fees
Mar 30 - Mar 31
Gorgeous VILLA near Disney, Private Heated South Pool
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 ￥20,566
￥56,662 total
includes taxes & fees
Apr 1 - Apr 2
Modern 3 Bed Villa, Newly Renovated, Prime Location
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, (35 reviews)
"Thank you. We had a great stay."
United States
Kimberly K.
The price is ￥31,660
￥90,983 total
includes taxes & fees
Mar 27 - Mar 28
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Exterior

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

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (143 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is ￥24,597
￥69,916 total
includes taxes & fees
Apr 13 - Apr 14
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Exterior

Location! 1.4 miles to Disney - Orlando Family Home

Location! 1.4 miles to Disney - Orlando Family Home
Kissimmee
9.6 out of 10, Exceptional, (41 reviews)
"Clean and comfortable. 5 bathrooms!"
United States
William G.
The price is ￥21,994
￥66,643 total
includes taxes & fees
Apr 14 - Apr 15
Location! 1.4 miles to Disney - Orlando Family Home
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
"The rooms are clean and tailored to guests intending to engage in outdoor activities. A variety of on-site recreational options are available, such as a lazy river, swimming pool, and pickleball. The service was commendable, with notably attentive staff at both the breakfast venue and the front desk. Its proximity to select restaurants, a pharmacy, and Walmart adds significant convenience for securing necessities. Overall, I consider the property to be an exceptional value."
Wilson 2-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
827
Accommodation
8786 Villas
Lowest Price
￥26,515
Highest Price
￥155,873

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between ￥26,515 and ￥155,873 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 8.8. 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 8786 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.
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 favorite. 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 Center 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. 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.
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 Center, 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.