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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Villas in Winter Haven and around

A heated pool
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
8.8 out of 10, Excellent, (9)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is €435
includes taxes & fees
27 Oct - 28 Oct
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Pool
Amazing Villa with south facing pool and conservation view
Amazing Villa with south facing pool and conservation view
9.8 out of 10, Exceptional, (211)
"Its was beautiful house, we all had a great time in the house, amazing experience "
United States
Janeth M.
The price is €410
includes taxes & fees
22 Oct - 23 Oct
Amazing Villa with south facing pool and conservation view
Outdoor pool, a heated pool
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
8.4 out of 10, Very good, (29)
"I booked the property for the weekend. The pool and hot tub were amazing! My children 5 and 1 both enjoyed their Winnie yhe Pooh room. My niece and son loved all the costumes in the closet and played dress up. The only downside was that the A/C too cold and we couldn't adjust it but there're worst things. Overall, a nice stay and a great time. "
United States
Tiffany W.
The price is €438
includes taxes & fees
27 Oct - 28 Oct
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Exterior
Fully-Equipped Villa Next to Disney!
Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (72)
"It was clean and centrally located to the disney parks "
United States
Angela S.
The price is €209
includes taxes & fees
10 Nov - 11 Nov
Fully-Equipped Villa Next to Disney!
Pool
5BR Heated Pool & Grill w/ Pool Table & Darts!
5BR Heated Pool & Grill w/ Pool Table & Darts!
10.0 out of 10, Exceptional, (3)
"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 €375
includes taxes & fees
22 Oct - 23 Oct
5BR Heated Pool & Grill w/ Pool Table & Darts!
Exterior
Close to Disney - shabby chic style villa with private pool!!
Close to Disney - shabby chic style villa with private pool!!
9.4 out of 10, Exceptional, (120)
"We loved our stay in this cute home. It was just what my family and I were looking for. Pool was great, beds were comfortable and a/c worked great. The location is the absolute best!!!"
United States
Michelle R.
The price is €366
includes taxes & fees
25 Oct - 26 Oct
Close to Disney - shabby chic style villa with private pool!!
Outdoor pool, a heated pool
Gorgeous VILLA near Disney, Private Heated South Pool
Gorgeous VILLA near Disney, Private Heated South Pool
9.2 out of 10, Wonderful, (9)
"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 €359
includes taxes & fees
28 Oct - 29 Oct
Gorgeous VILLA near Disney, Private Heated South Pool
Villa, 5 Bedrooms | Pool
Eternal Summer At Solterra Resort 5 Bedroom Villa
Eternal Summer At Solterra Resort 5 Bedroom Villa
3.0 star property
The price is €596
includes taxes & fees
22 Oct - 23 Oct
Eternal Summer At Solterra Resort 5 Bedroom Villa
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
9.2 out of 10, Wonderful, (39)
"We totally enjoyed everything,the host extremely friendly and helpful. I would go back and would recommend this property to any families or just friends to go and relax."
United States
ibis r.
The price is €460
includes taxes & fees
22 Oct - 23 Oct
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior
Family Vacation @ Resort with Private Pool, 6Bdrm
Family Vacation @ Resort with Private Pool, 6Bdrm
9.2 out of 10, Wonderful, (17)
"Stay Was Wonderful Quite Friendly Neighbors Spoke And Was A Great Time Had "
United States
Dwandell B.
The price is €374
includes taxes & fees
22 Oct - 23 Oct
Family Vacation @ Resort with Private Pool, 6Bdrm
Outdoor dining
Disneyworld Orlando - Themed 6BR Villa, Waterpark, Pool, Games – 15 Min to Parks
Disneyworld Orlando - Themed 6BR Villa, Waterpark, Pool, Games – 15 Min to Parks
9.8 out of 10, Exceptional, (79)
"Are host was absolutely amazing... we didn't meet personally but we text and he was fast to respond. Thank you! "
Canada
Daniel M.
The price is €430
includes taxes & fees
22 Oct - 23 Oct
Disneyworld Orlando - Themed 6BR Villa, Waterpark, Pool, Games – 15 Min to Parks
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
9.4 out of 10, Exceptional, (77)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is €383
includes taxes & fees
20 Nov - 21 Nov
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Exterior
Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks
Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks
2.5 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."
United Kingdom
Kris S.
The price is €450
includes taxes & fees
23 Oct - 24 Oct
Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks
Exterior
VRBO 5 Star Luxury Resort Villa close to Disney World and Orlando area
VRBO 5 Star Luxury Resort Villa close to Disney World and Orlando area
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay."
United States
Everick
VRBO 5 Star Luxury Resort Villa close to Disney World and Orlando area
Villa
New 4BR Villa Themed Beds Magic
New 4BR Villa Themed Beds Magic
2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is €449
includes taxes & fees
3 Nov - 4 Nov
New 4BR Villa Themed Beds Magic
Exterior
Single Level 5 Bedrm/Pool/SPA/3Miles Disney
Single Level 5 Bedrm/Pool/SPA/3Miles Disney
10.0 out of 10, Exceptional, (3)
"This house worked out really well for our disney trip. The layout was great for young kids. The kids really the themed rooms, pool and games!"
United States
Kari S.
The price is €480
includes taxes & fees
11 Nov - 12 Nov
Single Level 5 Bedrm/Pool/SPA/3Miles Disney
Exterior
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
8.8 out of 10, Excellent, (83)
"The property was nice ,our family needed more mixing bowls, utensils. On the last night the hot tub (spa) quite working we let the owner know.Our family had a great time overall and we will be back againg next year."
United States
Penny B.
The price is €804
includes taxes & fees
25 Oct - 26 Oct
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Villa, 5 Bedrooms | Sports court
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
3.0 star property
The price is €562
includes taxes & fees
22 Oct - 23 Oct
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Exterior
Pelican by Migration Travel
Pelican by Migration Travel
10.0 out of 10, Exceptional, (5)
"My family stayed at this home in June 2024 and we had a wonderful time, very comfortable home and is stocked with everything you will need, the owners are wonderful people and answer any questions you may have right away, we would love to stay there again on our next trip to Florida"
United States
mary p.
The price is €388
includes taxes & fees
16 Nov - 17 Nov
Pelican by Migration Travel
Interior
2440 One of a Kind 5bd&4ba Villa
2440 One of a Kind 5bd&4ba Villa
4.0 star property
The price is €388
includes taxes & fees
29 Oct - 30 Oct
2440 One of a Kind 5bd&4ba Villa
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Good view and haven't tried the food yet. "
Nathan 1-night trip
Posted 2 days ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
714
Accommodation
8813 Villas
Lowest Price
€209
Highest Price
€804

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between €209 and €804 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 9.4. 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 8813 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.
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 favourite. 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 Centre 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. 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.