A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Winter Haven Villa Accommodation

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winter Haven villas

Pool

1. 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, (89 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 AU$557
includes taxes & fees
23 Aug - 24 Aug
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Exterior

2. 1180 CD - Magical 5BR Townhome with Pool

1180 CD - Magical 5BR Townhome with Pool
Davenport
9.4 out of 10, Exceptional, (3 reviews)
"The stay was great, house was clean, easy to access"
United States
Danielle S.
The price is AU$805
includes taxes & fees
7 Sept - 8 Sept
1180 CD - Magical 5BR Townhome with Pool
Exterior

3. 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 AU$455
includes taxes & fees
24 Aug - 25 Aug
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Exterior

4. 5BR Family Villa | Private Pool | Near Disney

5BR Family Villa | Private Pool | Near Disney
Marbella
8.0 out of 10, Very good, (4 reviews)
"Only issue was not having any water pressure our last night in the house 11/1/2025. Returned to house around 10:30pm and had no pressure to take showers. Other than that, great house and host was good other than the last night issue "
United States
Bryan l.
The price is AU$549
includes taxes & fees
9 Sept - 10 Sept
5BR Family Villa | Private Pool | Near Disney
Exterior

5. 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, (75 reviews)
"Everything was nice. We enjoyed our stay and would definitely recommend for future stays."
United States
Jalisa Y.
The price is AU$1,131
includes taxes & fees
1 Sept - 2 Sept
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Exterior

6. 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.
The price is AU$732
includes taxes & fees
24 Aug - 25 Aug
Luxury 5BR Family Villa Near Disney
Exterior

7. Family Vacation @ Resort with Private Pool, 6Bdrm

Family Vacation @ Resort with Private Pool, 6Bdrm
Solterra Resort
8.6 out of 10, Excellent, (32 reviews)
"Awesome house and awesome host"
United States
Kenny G.
The price is AU$607
includes taxes & fees
23 Aug - 24 Aug
Family Vacation @ Resort with Private Pool, 6Bdrm
Villa, 6 Bedrooms | Exterior

8. Perennial Paradise At Solterra Resort 6 Bedroom Condo

Perennial Paradise At Solterra Resort 6 Bedroom Condo
3.0 star property
Solterra Resort
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Villa (4 Bedrooms) | Interior

9. 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 AU$425
includes taxes & fees
23 Aug - 24 Aug
Spacious Townhome Near Disney, Free Parking
Exterior

10. 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, (218 reviews)
"Hot tub and pool were great, very spacious place, would highly recommend "
United States
Jeffrey H.
The price is AU$750
includes taxes & fees
23 Aug - 24 Aug
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Terrace/patio

11. 🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (19 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 AU$610
includes taxes & fees
2 Sept - 3 Sept
🌿Welcome to the Jungle🌿
Exterior

12. 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 AU$644
includes taxes & fees
23 Aug - 24 Aug
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

13. Family Retreat @ Resort with Private Pool, 6Bdrm

Family Retreat @ Resort with Private Pool, 6Bdrm
Solterra Resort
9.0 out of 10, Wonderful, (30 reviews)
"Great place to stay!"
United States
Ken B.
The price is AU$602
includes taxes & fees
23 Aug - 24 Aug
Family Retreat @ Resort with Private Pool, 6Bdrm
Exterior

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

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (14 reviews)
"Lots of space great for families! Great communication with host! Would stay again. "
Canada
Heather
The price is AU$690
includes taxes & fees
25 Aug - 26 Aug
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Pool

15. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (17 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is AU$566
includes taxes & fees
1 Sept - 2 Sept
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior

16. 1556 PD - Poolside Bliss: Enchanted 4BR Townhome

1556 PD - Poolside Bliss: Enchanted 4BR Townhome
Champions Gate
9.0 out of 10, Wonderful, (2 reviews)
"We had a wonderful experience for our first time stay using a vrbo rental while attending our daughter's softball tournament. Our host responded to our(many) questions in a timely manner. The townhouse was lovely and clean. It was wonderful to have a pool to enjoy after a long day at the softball field. We would definitely stay again for next years tournament."
United States
Tanya A.
The price is AU$765
includes taxes & fees
16 Sept - 17 Sept
1556 PD - Poolside Bliss: Enchanted 4BR Townhome
Pool

17. 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 AU$540
includes taxes & fees
31 Aug - 1 Sept
Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
Villa, 4 Bedrooms | Exterior

18. 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
9.0 out of 10, Wonderful, (2 reviews)
"Spacious and homey. After a terrible start we ended it well at this place which feels like home and very scenic backyard sunrise in the pool whilst working out was amazing so was sunsets if you love nature but privacy not too much as I would like in the back yard"
United States
Belkis
The price is AU$777
includes taxes & fees
23 Aug - 24 Aug
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Villa (4 Bedrooms) | Interior

19. Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is AU$454
includes taxes & fees
27 Aug - 28 Aug
Solara Resort Home With Private Pool Near Disney
Pool

20. 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 AU$577
includes taxes & fees
31 Aug - 1 Sept
The Sunny | Theme Parks • Heated Pool • Grill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"I had a great experience at Kompose Hotel, great staff, room was clean, easy access to amenities and best of all breakfast was on point they had it all. Will be back 😊"
Darling 3-night trip
Posted 2 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
266
Accommodation
8926 Villas
Lowest Price
AU$425
Highest Price
AU$1,131

Frequently asked questions

How much do villas in Winter Haven cost?
Expect to pay between AU$425 and AU$1,131 per night for a villa in Winter Haven. No matter your budget, an epic stay is only a few clicks away on Expedia. This price was 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 choose from 8926 villas in Winter Haven. For a family holiday, a couple's getaway and everything in between, Expedia can help you find the ideal place in just a click or two.
What is there to do near my villa in Winter Haven?
Winter Haven has enough experiences to keep you occupied for weeks, starting with LEGOLAND® Florida. Theatre Winter Haven, Indigos Billiards, Bowling & Games and Chain of Lakes Park are other well-known attractions. If you're lingering longer, The Circle B Bar Reserve and Auburndale City Park are great additions to your itinerary.