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

Villas in Winter Haven

  • 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
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 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 S$226
includes taxes & fees
25 Jul - 26 Jul
VedaHive Luxury Villa
Aerial view

Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa

Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa
3.0 star property
Solterra Resort
The price is S$1,007
includes taxes & fees
26 Jul - 27 Jul
Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa
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 S$421
includes taxes & fees
24 Aug - 25 Aug
Solara Resort Home With Private Pool Near Disney
3 bedrooms

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is S$547
includes taxes & fees
14 Aug - 15 Aug
Bahama Bay Resort - Grand Bahama Penthouse
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 S$599
includes taxes & fees
30 Jul - 31 Jul
Emerald Garden - Resort - 15 Min to Disney - Pets
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 S$1,033
includes taxes & fees
27 Jul - 28 Jul
The Force At Solterra By Shine Villas #041 6 Bedroom Villa
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 S$373
includes taxes & fees
5 Aug - 6 Aug
Upstay Pristine 3BR Home With Private Pool & BBQ
4 bedrooms, desk

Sebastian Pool Villa W Spa

Sebastian Pool Villa W Spa
3.0 star property
Clermont
The price is S$818
includes taxes & fees
30 Jul - 31 Jul
Sebastian Pool Villa W Spa
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 S$914
includes taxes & fees
23 Aug - 24 Aug
Serenity Now By Shine Villas At Watersong #416 5 Bedroom Villa
Interior

Upstay: Modern Family Townhome With Pool & Patio

Upstay: Modern Family Townhome With Pool & Patio
3.5 star property
Clermont
The price is S$462
includes taxes & fees
26 Jul - 27 Jul
Upstay: Modern Family Townhome With Pool & Patio
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 S$1,019
includes taxes & fees
27 Jul - 28 Jul
Ospreys Landing At Solterra Resort 6 Bedroom Home
Exterior

Velleux Escape At Reunion Resort By Shine Villas 5 Bedroom Villa

Velleux Escape At Reunion Resort By Shine Villas 5 Bedroom Villa
3.0 star property
Reunion
The price is S$997
includes taxes & fees
26 Jul - 27 Jul
Velleux Escape At Reunion Resort By Shine Villas 5 Bedroom Villa
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 S$392
includes taxes & fees
29 Jul - 30 Jul
Spacious Townhome Near Disney, Free Parking
Interior

Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is S$450
includes taxes & fees
30 Jul - 31 Jul
Spacious 4BR Family Townhouseprivate Pool & BBQ
Exterior

Wellerden At Reunion Resort 6 Bedroom Villa

Wellerden At Reunion Resort 6 Bedroom Villa
3.0 star property
Reunion
The price is S$1,285
includes taxes & fees
6 Aug - 7 Aug
Wellerden At Reunion Resort 6 Bedroom Villa
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
The price is S$1,510
includes taxes & fees
17 Aug - 18 Aug
Paradise Point At Windsor Island Resort Orlando By Shine Villas 10 Bedroom Villa
Interior

Upstay Modern Solara Retreat w Games Room & Pool

Upstay Modern Solara Retreat w Games Room & Pool
3.0 star property
Kissimmee
The price is S$552
includes taxes & fees
7 Aug - 8 Aug
Upstay Modern Solara Retreat w Games Room & Pool
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 S$831
includes taxes & fees
28 Jul - 29 Jul
Tropical Escape By Shine Villas 244 4 Bedroom Villa
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 S$1,333
includes taxes & fees
11 Aug - 12 Aug
Sweet Retreat, Windsor Island Resort Near Orlando And Disney, By Shine Villas 8 Bedroom Villa
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 S$410
includes taxes & fees
28 Jul - 29 Jul
Upstay-luxury 3BR Home w Private Pool & Games Room
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Beautiful place. Was unaware of the parking fee but it was affordable so I was ok with it . Would stay again."
Gleisy 1-night trip
Posted 4 hours ago
Hilton Vacation Club Aqua Sol Orlando West

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
14
Accommodation
4114 Villas
Lowest Price
S$226
Highest Price
S$1,510

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between S$226 and S$1,510 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 7.6. 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 4114 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.

Explore a world of travel with Expedia