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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

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, (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 NZ$562
includes taxes & fees
3 Mar - 4 Mar
Family Vacation Home · 8 Minutes from Legoland Florida
Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
The price is NZ$520
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location
Exterior

Villa in Watersong

Amazing Villa with south facing pool and conservation view
9.8 out of 10, Exceptional, (215 reviews)
"Beautiful home, wonderful community, property owner was very responsive. My family and I enjoyed our stay. "
United States
Bri_
The price is NZ$795
includes taxes & fees
31 Mar - 1 Apr
Amazing Villa with south facing pool and conservation view
Outdoor pool, a heated pool, pool loungers

Villa in Loughman

Splendid Lake View Villa With Heated Pool/spa Near Disney
9.4 out of 10, Exceptional, (48 reviews)
"Beautiful home, great pool with an excellent view! Clean and spacious, quiet neighborhood and close to Disney."
United States
Adam S.
The price is NZ$967
includes taxes & fees
4 Mar - 5 Mar
Splendid Lake View Villa With Heated Pool/spa Near Disney
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 NZ$682
includes taxes & fees
3 Mar - 4 Mar
Close to Disney - shabby chic style villa with private pool!!
Exterior

Villa in Royal Palm Bay

Completely Renovated 3/2 Close to Disney parks
10.0 out of 10, Exceptional, (26 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 NZ$411
includes taxes & fees
9 Mar - 10 Mar
Completely Renovated 3/2 Close to Disney parks
Interior

Villa in Lake Berkley

Lake Berkley Villas Swanky
4.0 star property
The price is NZ$540
includes taxes & fees
5 Mar - 6 Mar
Lake Berkley Villas Swanky
Outdoor dining

Villa in Solterra Resort

VedaHive Luxury Villa
3.0 star property
6.8 out of 10, (8 reviews)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is NZ$299
includes taxes & fees
3 Mar - 4 Mar
VedaHive Luxury Villa
Villa, 5 Bedrooms | Exterior

Villa in Solterra Resort

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
3.0 star property
The price is NZ$1,261
includes taxes & fees
16 Mar - 17 Mar
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa

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 price is NZ$674
includes taxes & fees
3 Mar - 4 Mar
The Sunny | Theme Parks • Heated Pool • Grill
A heated pool

Villa in Kissimmee

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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 NZ$1,488
includes taxes & fees
2 Apr - 3 Apr
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Exterior

Villa in Kissimmee

Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (78 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is NZ$395
includes taxes & fees
17 Mar - 18 Mar
Fully-Equipped Villa Next to Disney!
Exterior

Villa in Davenport

Pelican by Migration Travel
10.0 out of 10, Exceptional, (6 reviews)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
The price is NZ$850
includes taxes & fees
3 Mar - 4 Mar
Pelican by Migration Travel
Outdoor pool, a heated pool

Villa in Loughman

🌿Welcome to the Jungle🌿
9.0 out of 10, Wonderful, (17 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
The price is NZ$820
includes taxes & fees
3 Mar - 4 Mar
🌿Welcome to the Jungle🌿
Interior

Villa in Bahama Bay

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
8.6 out of 10, Excellent, (8 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 NZ$611
includes taxes & fees
24 Mar - 25 Mar
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Exterior

Villa in Kissimmee

4875 Resort Townhouse by Disney World Orlando
4875 Resort Townhouse by Disney World Orlando
Exterior

Holiday Home in Kissimmee

Location! 1.4 miles to Disney - Orlando Family Home
9.6 out of 10, Exceptional, (41 reviews)
"Clean and comfortable. 5 bathrooms!"
United States
William G.
The price is NZ$744
includes taxes & fees
8 Mar - 9 Mar
Location! 1.4 miles to Disney - Orlando Family Home
Exterior

Villa in Lake Berkley

MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
8.6 out of 10, Excellent, (34 reviews)
"Host was very helpful and responsive. The view of the pond behind the house was the best part. Got to watch the wildlife come and go throughout the day including a pair of bald eagles.The house was clean and spacious. The pool is a bit on the small side. Just a heads up. We did have aomeniasues with the pool and hot tub, but Claire offered free pool heat for our troubles. Though the heat did shut off one day so we had a cold pool for a day. I was excited that there was an onsite gym at the...
United States
Stephanie B.
The price is NZ$872
includes taxes & fees
3 Mar - 4 Mar
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Villa, 6 Bedrooms | Exterior

Villa in Solterra Resort

Ospreys Landing At Solterra Resort 6 Bedroom Home
3.0 star property
The price is NZ$1,372
includes taxes & fees
23 Mar - 24 Mar
Ospreys Landing At Solterra Resort 6 Bedroom Home
Exterior

Villa in Bahama Bay

Beach Resort near Disney with Poolside Tike Bar
9.6 out of 10, Exceptional, (4 reviews)
"Love it"
United States
Jerome S.
The price is NZ$591
includes taxes & fees
3 Mar - 4 Mar
Beach Resort near Disney with Poolside Tike 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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Great stay. The only thong was one of the bed was not great. Other than that, very friendly staff and clean room."
Sanket 1-night trip
Posted 2 days ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
610
Accommodation
8787 Villas
Lowest Price
NZ$299
Highest Price
NZ$1,488

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between NZ$299 and NZ$1,488 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.
How many villas are there in Winter Haven?
Pack your bags and pick from 8787 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.
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.