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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Winter Haven villas

Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is NZ$625
includes taxes & fees
10 June - 11 June
17319 4BR Townhouse Heated Pool near Disney
Smart TV, video games

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)
"Shannelle was extremely responsive, informative and friendly. Very nice accomodations. Pleasant stay. "
United States
Joel W.
The price is NZ$446
includes taxes & fees
7 June - 8 June
Resort Villa, Pools Fun and relaxation/w Kingbed.
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.6 out of 10, Good, (12 reviews)
"All inclusive good "
United States
Nelson
The price is NZ$288
includes taxes & fees
4 July - 5 July
VedaHive Luxury Villa
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 NZ$1,516
includes taxes & fees
5 June - 6 June
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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 NZ$509
includes taxes & fees
8 June - 9 June
Peacefull villa in Lake Marion Golf Resort,all amenite,35' to the park atraccion
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, (56 reviews)
"Host was very welcoming and accommodating with quick responses when needed."
United States
Nancy C.
Splendid Lake View Villa With Heated Pool/spa 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 NZ$414
includes taxes & fees
8 June - 9 June
Completely Renovated 3/2 Close to Disney parks
Villa (4 Bedrooms) | Interior

Near Disney With Heated Resort Pool and Lazy River

Near Disney With Heated Resort Pool and Lazy River
3.0 star property
Regal Palms
The price is NZ$480
includes taxes & fees
8 June - 9 June
Near Disney With Heated Resort Pool and Lazy River
House

Bahama Bay Resort - Ground Floor

Bahama Bay Resort - Ground Floor
2.0 star property
Bahama Bay
The price is NZ$696
includes taxes & fees
6 June - 7 June
Bahama Bay Resort - Ground Floor
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 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.
The price is NZ$846
includes taxes & fees
7 June - 8 June
🌿Welcome to the Jungle🌿
Exterior

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Solterra Resort
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay thank you! The host was very responsive and the couple small issues were addressed and resolved. Monique was also a delight. "
United States
Heather F.
The price is NZ$900
includes taxes & fees
8 June - 9 June
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Exterior

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, (10 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is NZ$791
includes taxes & fees
7 June - 8 June
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

Tropical Views 4bdr Sleeps 8. Close to Parks!

Tropical Views 4bdr Sleeps 8. Close to Parks!
Eagle Pointe South
9.6 out of 10, Exceptional, (33 reviews)
"Very good place very clean nice and quiet had a great time "
United States
rambolx v.
Tropical Views 4bdr Sleeps 8. Close to Parks!
Exterior

Waterfront 3BR Pool Cottage at Margaritaville Orlando - Near Disney

Waterfront 3BR Pool Cottage at Margaritaville Orlando - Near Disney
Kissimmee
The price is NZ$926
includes taxes & fees
17 June - 18 June
Waterfront 3BR Pool Cottage at Margaritaville Orlando - Near Disney
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)
"We had a small issue in the very beginning, but they were very accommodating and the communication was excellent! The house was perfect for what we needed it and we will definitely be renting again!"
United States
Kristina S.
The price is NZ$683
includes taxes & fees
7 June - 8 June
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Exterior

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
Lake Berkley
8.6 out of 10, Excellent, (40 reviews)
"Beautiful home and perfect for our family! Pool was great, bedroom setups were nice and my daughter loved the princess dress up clothes!"
United States
Anonymous traveller
The price is NZ$903
includes taxes & fees
7 June - 8 June
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
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
The price is NZ$852
includes taxes & fees
5 June - 6 June
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa (4 Bedrooms) | Interior

Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.0 star property
Clermont
The price is NZ$548
includes taxes & fees
8 June - 9 June
Contemporary 4BR Townhome With Pool & Themed Rooms
House

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is NZ$722
includes taxes & fees
5 June - 6 June
Bahama Bay Resort - Grand Bahama Penthouse
Villa, 6 Bedrooms | Exterior

Leslies Retreat At Solterra Resort 6 Bedroom Home

Leslies Retreat At Solterra Resort 6 Bedroom Home
3.0 star property
Davenport
The price is NZ$1,428
includes taxes & fees
17 June - 18 June
Leslies Retreat At Solterra Resort 6 Bedroom Home
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"
Hao 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
618
Accommodation
9143 Villas
Lowest Price
NZ$288
Highest Price
NZ$1,516

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between NZ$288 and NZ$1,516 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 9143 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.