Search Winter Haven Villa Rentals from CA $230

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Our top choices for Winter Haven villas

Family Vacation Home · 8 Minutes from Legoland Florida

Family Vacation Home · 8 Minutes from Legoland Florida
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful clean home. Lots of amenities. However it here were glass decorations on table. We moved them out of reach of 2 and 4 year old. Otherwise BEAUTIFUL! Definitely would stay here again."
United States
Roberta W.
The price is CA $229
CA $548 total
includes taxes & fees
Mar 29 - Mar 30
Family Vacation Home · 8 Minutes from Legoland Florida

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (216 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
The price is CA $258
CA $720 total
includes taxes & fees
Mar 31 - Apr 1
Amazing Villa with south facing pool and conservation view

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, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is CA $184
CA $1,102 total
includes taxes & fees
Mar 23 - Mar 24
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is CA $170
CA $411 total
includes taxes & fees
Mar 17 - Mar 18
Modern 3 Bed Villa, Newly Renovated, Prime Location

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 CA $230
CA $564 total
includes taxes & fees
Mar 19 - Mar 20
Close to Disney - shabby chic style villa with private pool!!

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is CA $264
CA $767 total
includes taxes & fees
Mar 23 - Mar 24
New 4BR Villa Themed Beds Magic

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, (86 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is CA $297
CA $1,222 total
includes taxes & fees
Mar 19 - Mar 20
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is CA $207
CA $994 total
includes taxes & fees
Mar 16 - Mar 17
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

Fully-Equipped Villa Next to Disney!

Fully-Equipped Villa Next to Disney!
Kissimmee
9.4 out of 10, Exceptional, (79 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is CA $157
CA $331 total
includes taxes & fees
Mar 17 - Mar 18
Fully-Equipped Villa Next to Disney!

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is CA $55
CA $230 total
includes taxes & fees
Mar 22 - Mar 23
VedaHive Luxury Villa

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, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is CA $136
CA $652 total
includes taxes & fees
Mar 19 - Mar 20
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

5710 Family Resort • Spa & Pool • Disney+Universal

5710 Family Resort • Spa & Pool • Disney+Universal
Kissimmee
The price is CA $147
CA $530 total
includes taxes & fees
Mar 23 - Mar 24
5710 Family Resort • Spa & Pool • Disney+Universal

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, (84 reviews)
"Beautiful and spacious home. We had a few concerns upon arrival and the host Jenny was very quick to respond and work with property management to address our concerns."
United States
Michele Watkins E.
The price is CA $259
CA $612 total
includes taxes & fees
Mar 17 - Mar 18
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

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, (48 reviews)
"The house was beautiful, excellent location and the Host was great! We had a great experience!"
United States
John M.
The price is CA $348
CA $921 total
includes taxes & fees
Apr 6 - Apr 7
Splendid Lake View Villa With Heated Pool/spa Near Disney

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, (34 reviews)
"Host was very helpful and responsive. The view of the pond behind the house was the best part. Got to watch the wildlife come and go throughout the day including a pair of bald eagles.The house was clean and spacious. The pool is a bit on the small side. Just a heads up. We did have aomeniasues with the pool and hot tub, but Claire offered free pool heat for our troubles. Though the heat did shut off one day so we had a cold pool for a day. I was excited that there was an onsite gym at the...
United States
Stephanie B.
The price is CA $273
CA $784 total
includes taxes & fees
Mar 27 - Mar 28
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests

Stylish Disney Getaway With Themed Rooms

Stylish Disney Getaway With Themed Rooms
4.0 star property
Kissimmee
The price is CA $280
CA $597 total
includes taxes & fees
Mar 25 - Mar 26
Stylish Disney Getaway With Themed Rooms

Location! 1.4 miles to Disney - Orlando Family Home

Location! 1.4 miles to Disney - Orlando Family Home
Kissimmee
9.6 out of 10, Exceptional, (41 reviews)
"Clean and comfortable. 5 bathrooms!"
United States
William G.
The price is CA $259
CA $662 total
includes taxes & fees
Apr 13 - Apr 14
Location! 1.4 miles to Disney - Orlando Family Home

Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Greenview Bliss By Shine Villas #031 5 Bedroom Villa
3.0 star property
Windwood Bay
8.0 out of 10, Very good, (1 review)
"Perfect "
United States
cliford
The price is CA $176
CA $976 total
includes taxes & fees
Mar 14 - Mar 15
Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
Emerald Garden - Resort - 15 Min to Disney - Pets

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.8 out of 10, Excellent, (12 reviews)
"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 CA $170
CA $646 total
includes taxes & fees
Mar 30 - Mar 31
Gorgeous VILLA near Disney, Private Heated South Pool
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

Find out more about Winter Haven

Winter Haven Villas information

Number of reviews
729
Accommodation
8787 Villas
Lowest Price
CA $230
Highest Price
CA $1,222

Frequently asked questions

How much do villas in Winter Haven cost?
Villas in Winter Haven cost between CA $230 and CA $1,222 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 9.0. 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 8787 villas in Winter Haven. For a family vacation, 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. Vacationing 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 Center, 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.

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