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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winter Haven villas

Exterior

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, (68 reviews)
"We had an excellent stay at this property. Everything was very clean, well-maintained, and exactly as described. The resort itself is great, with a very comfortable and enjoyable atmosphere. A couple of small improvements could make the experience even better: providing more toilet paper, especially for larger groups, and including propane for the BBQ grill would be a nice added touch. Overall, we had a great experience and would definitely recommend this property to others."
United States
Jorge
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Outdoor pool, a heated pool

Resort Villa, Pools Fun and relaxation/w Kingbed.

Resort Villa, Pools Fun and relaxation/w Kingbed.
Kissimmee
9.2 out of 10, Wonderful, (30 reviews)
"Host was responsive and accommodating. Comfy bedding as well!"
United States
Leah D.
The price is €233
includes taxes & fees
18 May - 19 May
Resort Villa, Pools Fun and relaxation/w Kingbed.
Villa, 6 Bedrooms | Exterior

Perennial Paradise At Solterra Resort 6 Bedroom Condo

Perennial Paradise At Solterra Resort 6 Bedroom Condo
3.0 star property
Solterra Resort
The price is €618
includes taxes & fees
18 May - 19 May
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Exterior

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)
"Villa was very nice. Accommodations were great & we enjoyed our stay. Grounds were kept very nice & enjoyed the pool. "
United States
Russell K.
The price is €269
includes taxes & fees
18 May - 19 May
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is €294
includes taxes & fees
20 May - 21 May
17319 4BR Townhouse Heated Pool near Disney
Exterior

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (29 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is €228
includes taxes & fees
29 May - 30 May
Completely Renovated 3/2 Close to Disney parks
A heated pool

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (88 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is €811
includes taxes & fees
18 May - 19 May
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.0 out of 10, Good, (10 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is €150
includes taxes & fees
19 May - 20 May
VedaHive Luxury Villa
Interior

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (9 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is €339
includes taxes & fees
18 May - 19 May
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is €353
includes taxes & fees
18 May - 19 May
Close to Disney - shabby chic style villa with private pool!!
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
The price is €397
includes taxes & fees
18 May - 19 May
🌿Welcome to the Jungle🌿
A heated pool

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, (87 reviews)
"Our family had a wonderful stay at this property. Everything was lovely. Communication with the owner was quick and very responsive. The home is very roomy and the rooms were all very nice. The movie room was a nice bonus! The pool was great; added pool heat since we stayed in late December and ot was well worth it. Overall great rental!"
United States
Carmen L.
The price is €351
includes taxes & fees
20 May - 21 May
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
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
The price is €601
includes taxes & fees
28 May - 29 May
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Exterior

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (144 reviews)
"The host was great, the pool and spa were warm and great. The house was clean and had good amenities! Will definitely keep in mind for future visits "
United States
Sarah H.
The price is €362
includes taxes & fees
18 May - 19 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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
Loughman
9.4 out of 10, Exceptional, (55 reviews)
"Host was very welcoming and accommodating with quick responses when needed."
United States
Nancy C.
The price is €515
includes taxes & fees
24 May - 25 May
Splendid Lake View Villa With Heated Pool/spa Near Disney
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (15 reviews)
"We had a wonderful stay! The home was beautiful, clean, and exactly as described. The location was perfect—close to everything while still feeling peaceful and relaxing.The heated pool was a huge hit with the kids and made our stay even more enjoyable. Everything exceeded our expectations, and we would absolutely stay here again. Highly recommend!"
United States
Julia G.
The price is €356
includes taxes & fees
18 May - 19 May
Gorgeous VILLA near Disney, Private Heated South Pool
Villa (4 Bedrooms) | Front of property

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is €338
includes taxes & fees
19 May - 20 May
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa (4 Bedrooms) | Front of property

Solara Resort Home With Pool 15min to Disney World

Solara Resort Home With Pool 15min to Disney World
3.0 star property
Kissimmee
The price is €280
includes taxes & fees
18 May - 19 May
Solara Resort Home With Pool 15min to Disney World
Smart TV

Luxury Family 5BR Villa with Heated Pool, Perfect for Disney Vacations

Luxury Family 5BR Villa with Heated Pool, Perfect for Disney Vacations
Loughman
The price is €424
includes taxes & fees
26 May - 27 May
Luxury Family 5BR Villa with Heated Pool, Perfect for Disney Vacations
Exterior

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, (11 reviews)
"Close to Disney "
Canada
Tatiana
The price is €419
includes taxes & fees
20 May - 21 May
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
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

Galleria Palms Hotel

Galleria Palms Hotel

8/10 Good
"Enjoyed stay. Breakfast was great and staff there helpful. Small issues…Floor felt sticky. Blanket was kind of yucky."
Carol 3-night trip
Posted 3 hours ago
Galleria Palms Hotel

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
684
Accommodation
9128 Villas
Lowest Price
€150
Highest Price
€811

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between €150 and €811 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 9.1. 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 9128 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.