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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Winter Haven villas

A swimming pool with clear water, surrounded by palm trees and a glass enclosure.

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, (94 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 NZ$693
includes taxes & fees
25 Oct - 26 Oct
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
A room with wicker furniture, a glass coffee table, and a view of a green lawn and trees.

2. Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
8.8 out of 10, Excellent, (32 reviews)
"Shannelle was extremely responsive, informative and friendly. Very nice accomodations. Pleasant stay. "
United States
Joel W.
The price is NZ$440
includes taxes & fees
18 Nov - 19 Nov
Resort Villa, Pools Fun and relaxation/w Kingbed.
A residential house with a tiled roof, a palm tree, and a car parked in the driveway.

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
9.2 out of 10, Wonderful, (9 reviews)
"It was an ok visit "
United States
Cordell G.
The price is NZ$573
includes taxes & fees
24 Oct - 25 Oct
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
A two-story house with a garage, stone accents, and a well-maintained lawn.

4. 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, (78 reviews)
"Accurate description , host communicates very well, information was spot on and the pool and hot tub were amazing after a long day at the parks . Would love to stay again in the future. Thank you for a great experience!"
United States
Angel M.
The price is NZ$1,420
includes taxes & fees
25 Oct - 26 Oct
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
A two-story residential building with a brick driveway, palm trees, and manicured landscaping.

5. 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 NZ$522
includes taxes & fees
25 Oct - 26 Oct
Spacious Townhome Near Disney, Free Parking
A covered outdoor swimming pool with lounge chairs and a pergola structure.

6. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.6 out of 10, Excellent, (20 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is NZ$733
includes taxes & fees
29 Oct - 30 Oct
Gorgeous VILLA near Disney, Private Heated South Pool
Pool

7. 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 NZ$669
includes taxes & fees
29 Oct - 30 Oct
Family-Friendly Disney Villa - Private Pool, Spa & BBQ - 15 Min to Disney
A two-story building with a symmetrical facade, a central entrance with a door, and a small porch area.

8. Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney

Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Regal Palms
The price is NZ$1,038
includes taxes & fees
14 Nov - 15 Nov
Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Interior

9. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is NZ$726
includes taxes & fees
24 Oct - 25 Oct
Emerald Garden - Resort - 15 Min to Disney - Pets
A balcony with two beds, a door, and a view of a green landscape.

10. LuxuryResort~MagicVillage~Ensuite Baths~NearDisney

LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
Kissimmee
The price is NZ$866
includes taxes & fees
4 Nov - 5 Nov
LuxuryResort~MagicVillage~Ensuite Baths~NearDisney
A two-story house with a red garage, surrounded by a well-maintained lawn and trees.

11. 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 NZ$804
includes taxes & fees
25 Oct - 26 Oct
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
A multi-story building with a rooftop terrace, a swimming pool, and a parking lot.

12. Luxury 5BR Family Villa Near Disney

Luxury 5BR Family Villa Near Disney
Champions Gate
9.0 out of 10, Wonderful, (2 reviews)
"Rooms were real clean and the host were great, amazing communication."
United States
Darion W.
The price is NZ$817
includes taxes & fees
15 Nov - 16 Nov
Luxury 5BR Family Villa Near Disney
A modern townhouse with a flat roof, large windows, and a small patio area with outdoor seating.

13. 8761 ZD - 3 BD The Hub Paradise Cozy Place

8761 ZD - 3 BD The Hub Paradise Cozy Place
Four Corners
The price is NZ$811
includes taxes & fees
2 Nov - 3 Nov
8761 ZD - 3 BD The Hub Paradise Cozy Place
A single-story house with a front porch, a dark front door, and a small front yard with palm trees and shrubs.

14. Sunkissed Paradise | Private Pool & Hot Tub

Sunkissed Paradise | Private Pool & Hot Tub
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 NZ$672
includes taxes & fees
25 Oct - 26 Oct
Sunkissed Paradise | Private Pool & Hot Tub
A covered outdoor seating area with sofas and chairs, large windows, and a ceiling fan.

15. Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is NZ$563
includes taxes & fees
25 Oct - 26 Oct
Solara Resort Home With Private Pool Near Disney
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

16. Cozy 3BD Townhouse Near Disney, Encantada Resort

Cozy 3BD Townhouse Near Disney, Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is NZ$584
includes taxes & fees
1 Nov - 2 Nov
Cozy 3BD Townhouse Near Disney, Encantada Resort
A residential area with houses featuring sloped roofs and a central garage.

17. 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.
Family Retreat @ Resort with Private Pool, 6Bdrm
A residential house with a garage, a front yard with grass and a tree, and a clear sky.

18. 12 min drive to Disney, Luxury Designer 4BD Villa with heated pool& Spa

12 min drive to Disney, Luxury Designer 4BD Villa with heated pool& Spa
Loma Linda
The price is NZ$942
includes taxes & fees
6 Nov - 7 Nov
12 min drive to Disney, Luxury Designer 4BD Villa with heated pool& Spa
Terrace/patio

19. 🌿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.
🌿Welcome to the Jungle🌿
A resort with a swimming pool, beach area, and a pier extending into a lake.

20. Bahama Bay Resort * Disney Area * Free Parking

Bahama Bay Resort * Disney Area * Free Parking
Bahama Bay
The price is NZ$559
includes taxes & fees
24 Oct - 25 Oct
Bahama Bay Resort * Disney Area * Free Parking
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

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"Lovely stay. Highly recommend"
Carla 3-night trip
Posted 11 hours ago
Omni Orlando Resort at ChampionsGate

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
291
Accommodation
8425 Villas
Lowest Price
NZ$440
Highest Price
NZ$1,420

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between NZ$440 and NZ$1,420 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 8425 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.