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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Winter Haven villas

Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.2 out of 10, Good, (13 reviews)
"All inclusive good "
United States
Nelson
The price is ฿1,514
฿6,014 total
includes taxes & fees
29 Jul - 30 Jul
VedaHive Luxury Villa
Villa (4 Bedrooms) | Interior

Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is ฿3,296
฿10,956 total
includes taxes & fees
3 Aug - 4 Aug
Solara Resort Home With Private Pool Near Disney
Villa, 5 Bedrooms | Exterior

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
Solterra Resort
10.0 out of 10, Exceptional, (1 review)
"Great family trip"
United States
Tarik
The price is ฿5,372
฿23,206 total
includes taxes & fees
27 Aug - 28 Aug
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Villa, 5 Bedrooms | Exterior

Eternal Summer At Solterra Resort 5 Bedroom Villa

Eternal Summer At Solterra Resort 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is ฿7,399
฿26,077 total
includes taxes & fees
3 Aug - 4 Aug
Eternal Summer At Solterra Resort 5 Bedroom Villa
Villa, 5 Bedrooms | Property grounds

Serenity Now By Shine Villas At Watersong #416 5 Bedroom Villa

Serenity Now By Shine Villas At Watersong #416 5 Bedroom Villa
3.0 star property
Watersong
The price is ฿5,984
฿24,192 total
includes taxes & fees
23 Aug - 24 Aug
Serenity Now By Shine Villas At Watersong #416 5 Bedroom Villa
Villa, 6 Bedrooms | Exterior

Ospreys Landing At Solterra Resort 6 Bedroom Home

Ospreys Landing At Solterra Resort 6 Bedroom Home
3.0 star property
Solterra Resort
The price is ฿7,080
฿26,595 total
includes taxes & fees
2 Aug - 3 Aug
Ospreys Landing At Solterra Resort 6 Bedroom Home
Villa, 6 Bedrooms | Exterior

new Splash Of Magic At Solterra Resort 6 Bedroom Home

new Splash Of Magic At Solterra Resort 6 Bedroom Home
3.0 star property
Solterra Resort
The price is ฿6,314
฿25,737 total
includes taxes & fees
26 Aug - 27 Aug
new Splash Of Magic At Solterra Resort 6 Bedroom Home
Villa (3 Bedrooms) | Interior

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is ฿3,868
฿9,856 total
includes taxes & fees
30 Jul - 31 Jul
Upstay Pristine 3BR Home With Private Pool & BBQ
Villa (4 Bedrooms) | Interior

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 ฿5,355
฿15,593 total
includes taxes & fees
30 Jul - 31 Jul
Emerald Garden - Resort - 15 Min to Disney - Pets
House | 3 bedrooms

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is ฿3,758
฿14,237 total
includes taxes & fees
14 Aug - 15 Aug
Bahama Bay Resort - Grand Bahama Penthouse
Villa, Multiple Bedrooms | Outdoor dining

Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa

Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa
3.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
The price is ฿7,586
฿33,392 total
includes taxes & fees
29 Jul - 30 Jul
Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa
Villa (3 Bedrooms) | Interior

Upstay-luxury 3BR Home w Private Pool & Games Room

Upstay-luxury 3BR Home w Private Pool & Games Room
3.5 star property
Clermont
The price is ฿4,843
฿10,939 total
includes taxes & fees
29 Jul - 30 Jul
Upstay-luxury 3BR Home w Private Pool & Games Room
Villa (4 Bedrooms) | Interior

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 ฿2,792
฿10,247 total
includes taxes & fees
9 Aug - 10 Aug
Spacious Townhome Near Disney, Free Parking
Villa, 6 Bedrooms | Exterior

The Force At Solterra By Shine Villas #041 6 Bedroom Villa

The Force At Solterra By Shine Villas #041 6 Bedroom Villa
3.0 star property
Solterra Resort
The price is ฿4,147
฿23,310 total
includes taxes & fees
25 Aug - 26 Aug
The Force At Solterra By Shine Villas #041 6 Bedroom Villa
Villa, 6 Bedrooms | Exterior

Wellerden At Reunion Resort 6 Bedroom Villa

Wellerden At Reunion Resort 6 Bedroom Villa
3.0 star property
Reunion
The price is ฿13,032
฿34,012 total
includes taxes & fees
6 Aug - 7 Aug
Wellerden At Reunion Resort 6 Bedroom Villa
Villa (4 Bedrooms) | Interior

Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is ฿3,498
฿11,185 total
includes taxes & fees
30 Jul - 31 Jul
Spacious 4BR Family Townhouseprivate Pool & BBQ
Villa, 4 Bedrooms | Exterior

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
8.0 out of 10, Very good, (1 review)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is ฿3,959
฿19,533 total
includes taxes & fees
22 Aug - 23 Aug
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Villa, 4 Bedrooms | Exterior

Tropical Escape By Shine Villas 244 4 Bedroom Villa

Tropical Escape By Shine Villas 244 4 Bedroom Villa
3.0 star property
Eagle Pointe South
2.0 out of 10, (1 review)
The price is ฿5,698
฿21,774 total
includes taxes & fees
3 Aug - 4 Aug
Tropical Escape By Shine Villas 244 4 Bedroom Villa
Villa, 6 Bedrooms | Exterior

Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning

Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning
3.5 star property
Kissimmee
Disney Dreams Luxury Private Water Park 6 Bedroom Villa by RedAwning
Villa, Multiple Bedrooms | Exterior

Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa

Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
3.0 star property
Davenport
Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom 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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"This place so amazing and everyone was so nice and helpful. Well kept!!!"
Amber 5-night trip
Posted less than an hour ago
Margaritaville Resort Orlando with H2O Waterpark

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
16
Accommodation
4088 Villas
Lowest Price
฿6,014
Highest Price
฿34,012

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between ฿6,014 and ฿34,012 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 8.3. 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 4088 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.