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Compare 7217 Villas in Winter Haven with updated reviews, rates, and availability.

Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

9.2 out of 10, Wonderful, (9)
"Loved this very clean, well managed property, we plan on booking again next year"
Heavenly 5 Bedroom, 6 Bathroom Private Pool Home with Beautiful Lakeview in Gated Resort!

Large Margaritaville Villa w/ Private Pool + View

4.0 star property
8.4 out of 10, Very Good, (5)
"Great property, comfortable beds, kitchen equipped with everything you need, washer and dryer, dinning table for 10 people, every room with tv, terrace tv, bathroom and small pool but very pleasant. No rooms on first floor. 3 rooms on second floor and 2 rooms on third floor. I will stay again."
Large Margaritaville Villa w/ Private Pool + View

*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

9.2 out of 10, Wonderful, (61)
"This was a big house with more then enough room for all of my family. There were small things wrong such as lots of little bugs (It's Florida, it happens) and the pool turning green overnight, but the owners were VERY responsive when I contacted them about it which I appreciated. We loved sitting outside by the pool and just soaking in the Florida sunshine. This could be a super nice property if a little money was thrown in to do some updates but overall we really enjoyed our stay. The main...
*Nice Greenbackyard*Cozy 6BR Windsor Hills Pool Villa,2 Miles To Disney

Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

8.6 out of 10, Excellent, (83)
"We have stayed at this property 3 times. The host is amazing, very responsive and kind. The location is great and the home is a great value. "
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

9.6 out of 10, Exceptional, (7)
"We would return again"
Modern villa with patio, grill, central AC, WiFi, shared pool, tennis, & gym

Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

8.6 out of 10, Excellent, (33)
"Lovely villa, excellent area to stay, we loved the club house and all the amenities. Would definitely stay again. Any problems we had were sorted quickly, excellent service. "
Champions Gate Luxury 6 Bedroom Resort Villa With Spa and Games Room on Golf Course community

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

10.0 out of 10, Exceptional, (168)
"Owners and Property management company were awesome as we booked for a convention last minute. We got lucky those specific dates were open because it is very booked in the future.Great value with three king bedrooms so lots of room we used and three other rooms. Lots of cool fun things in villa to entertain adults and two very cool themed kids rooms and game room."
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Experience Kissimmee living near vibrant Old Town

9.4 out of 10, Exceptional, (28)
"Basically nice and convenient property. Jump to the cons: dated, ceiling fan in living room absolutely filthy. Two story house with 1 thermostat, upstairs hot and lower level cold. Ordered pool heated and couldn't get water above 70⁰ ( note: it was unusually cold during our stay. Owner was very responsive and refunded heating fees in full.) Even with just a 2 night stay we ran out of toilet paper. There wasn't even half a roll in each bathroom.We were only there for 2 nights before a cruise so...
Experience Kissimmee living near vibrant Old Town

Private Heated Pool! Only 8 miles to Disney! Gated Community

10.0 out of 10, Exceptional, (49)
"House is clean. Development is quiet. Hosts were generous with pool heat even though it was quite cold outside. They were also generous with household items. It was a very nice experience."
Private Heated Pool! Only 8 miles to Disney! Gated Community

Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

8.6 out of 10, Excellent, (4)
"The house was great and fit our needs very well. Large kitchen with 2 refrigerators and 2 dishwashers, as well as well-stocked cupboards with dishes. The dining and living room area was comfortable for all of us. The game room was wonderful for the kids and we all enjoyed the pool and hot tub. Located close to many parks and shopping areas. We enjoyed the house very much! "
Beautiful 12 bedroom 11 Bathroom house Bella Vida Resort Villa

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (272)
"The stay was really good. The host was fantastic and communicated well. The only problem we had was ants on the kitchen counter."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

2.0 star property
8.0 out of 10, Very Good, (5)
"We were there for a work conference and church the house was perfect for our group. Our host was outstanding with all the info we needed for a great stay."
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

9.6 out of 10, Exceptional, (103)
"found the property just as described three bedrooms on second floor all with there own bathroom. first floor laundry, 1/2 bathroom, kitchen with six bar stools, two sections with there own seating areas, exterior covered patio with large outdoor coach. overall property well maintained, carpet in stairs and hallway showing heavy traffic so its been in high demand for quite a while. Would stay here again for extended visits."
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

Lake Berkley Villa, Lakefront , Enclosed Private Pool, Game Room, Wi-fi

10.0 out of 10, Exceptional, (108)
"Beautiful property that had everything you could wish for and more.Have done many Orlando Villa holidays and this villa has been the best by far, Pool table brilliant.., even the fishing rods that were already pre-rigged allowed us to enjoy the lake at sunset catching 5 x Lake BassBeautiful pool, hot tub and surroundingsThank you very much for making our week in Orlando perfect, would absolutely recommend this VillaDave, Nik & the kids"
Lake Berkley Villa, Lakefront , Enclosed Private Pool, Game Room, Wi-fi

Luxury golf club Villa,cul-de-sac,close to Disney Quiet,Private Large Pool Area

9.8 out of 10, Exceptional, (116)
"Very quite "
Luxury golf club Villa,cul-de-sac,close to Disney Quiet,Private Large Pool Area

Superb Orlando Holiday Villa WestHaven Davenport

9.2 out of 10, Wonderful, (54)
"They went above and beyond to make sure my husband and I had a comfortable stay. This house was absolutely gorgeous! What a wonderful experience!"
Superb Orlando Holiday Villa WestHaven Davenport

2 King Ensuite on First Floor with Very Private Pool 5BD/5BA 10% Discount!

9.8 out of 10, Exceptional, (28)
"The house was very clean, well layed out and hot tub was amazing on those chilly nights. The only complaint I have is we didn't realize the smart TV needed to be logged in with our own subscriptions. I may have just missed this fact. We have them all but i didnt bring the passwords with me."
The price is AED 826
AED 2,495 total
includes taxes & fees
28 Feb - 1 Mar
2 King Ensuite on First Floor with Very Private Pool 5BD/5BA 10% Discount!

GRAND OPENING: UNLIMITED FUN! New 10BR Lux Pool/Spa Villa with Disney Magic!

10.0 out of 10, Exceptional, (2)
"Our stay in the home was very relaxing, and enjoyable. We did not leave the home to go do other things. The home had everything we needed and looked as it was pictured."
GRAND OPENING: UNLIMITED FUN! New 10BR Lux Pool/Spa Villa with Disney Magic!

Ultra Modern Luxury Living in Reunion

8.8 out of 10, Excellent, (19)
"The property surpassed our expectations and Kevin was a fantastic host. We couldn’t have asked for more. 10/10 "
Ultra Modern Luxury Living in Reunion

Unforgettable Escape: Fun and Relaxation

10.0 out of 10, Exceptional, (2)
"This was a very nice house. The house was spacious and had lots of room. I would strongly encourage to have the pool heated. Our weather was cooler but we still had lots of fun in the pool and hot tub. The owner was quick to respond to concerns. The house advertised a high chair but there was not one there when we arrived. The owners made sure one was delivered in a timely fashion. The home looked a little "tired." Some scraps on the walls and chips on the tile floor. But overall, a really nice...
Unforgettable Escape: Fun and Relaxation
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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Other property types in Winter Haven

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1184)
"Need full length mirror i. Villa…and although it was clean it was not sparkling clean, saw lot of dust on the floors and stairs. Caulking needs to be redone in the showers. Very nice place to stay, i would recommend. Thank you"
Margaritaville Resort Orlando Cottages by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5124)
"Area close to all attractions and staff was amazing "
The price is AED 446
AED 618 total
includes taxes & fees
23 Feb - 24 Feb
Summer Bay Orlando by Exploria Resorts

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1434)
"Very staff, clean room and great pool and hot tub"
The price is AED 306
AED 403 total
includes taxes & fees
19 Feb - 20 Feb
Vacation Village at Parkway
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.

Frequently asked questions

How much do villas in Winter Haven cost?
Prices for villas in Winter Haven range between AED 826 and AED 826 per night. No matter your budget, you’re sure to find a place that suits your needs on Expedia. 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?
Guests look forward to staying at Private Pool 3 Bedroom Home By Redawning. Make yourself comfortable at this 3.5-star property which offers a swimming pool and WiFi. Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa is another sought-after option worth looking into. Spend your break at this 3.5-star stay and you’ll have access to amenities such as tennis and pool sun loungers. You’ll have your pick of multiple villas in Winter Haven with a total average guest review rating of 9.3.
How many villas are there in Winter Haven?
You can choose from 7217 villas in Winter Haven. No matter if you’re taking a trip with the kids or planning a getaway with your pals, Expedia can help you find the perfect space for your squad.
Why book your villa in Winter Haven with Expedia?
Reserving a villa in Winter Haven is as simple as deciding on your travel dates and choosing a place that meets your needs. In search of something inexpensive or upscale, or a property that also has a kitchen? Use Expedia’s search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Winter Haven?
Expedia is here to help you easily source cheap villas in Winter Haven. Use our convenient filter tool to select budget, star rating and amenities to refine your search and find an ideal stay in just a few clicks.