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

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (172)
"I loved everything about this home, this home made my trip more than what i excepted. My kids loved the pool and they did not want to get out of it. They also loved the game room, we’ve played all night in there. I would definitely recommend this home to any family that’s planning a vacation to Orlando. "
Glenbrook Retreat-Come in as Guests and Leave as Friends

Gorgeous Home with Golf Course View Championsgate

10.0 out of 10, Exceptional, (22)
"House is a great layout and gives something for everyone to do! Location to theme parks was a bonus! "
Gorgeous Home with Golf Course View Championsgate

Blue Villa Beauty- 3bed/3bath Margaritaville Resort

10.0 out of 10, Exceptional, (29)
"Excellent property. Exactly as advertised. The host is attentive and helpful. Very comfortable for a family of six."
Blue Villa Beauty- 3bed/3bath Margaritaville Resort

Splendid 5 Lake View Villa With Heated Pool/spa Near Disney

9.4 out of 10, Exceptional, (20)
"Very clean and the host was very accommodating and quick to respond to us. "
The price is SAR 751
SAR 2,611 total
includes taxes & fees
4 Jan - 5 January 2025
Splendid 5 Lake View Villa With Heated Pool/spa Near Disney

Exceptional 5 Bedroom Property On Reunion Resort Golf Course

9.0 out of 10, Wonderful, (43)
"Nice place to stay. "
Exceptional 5 Bedroom Property On Reunion Resort Golf Course

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

8.6 out of 10, Excellent, (82)
"Easy to find, spacious, pretty lake, quiet neighborhood. Comfy beds. House is in need of paint, grout and carpet. Definitely pet friendly. Could use a doggie gate between formal carpeted rooms and vinyl . I made a barrier with iron board. My pup is only 3lbs. But the carpet had many stains from previous pets. Pool wasn’t heated so we called manager Craig whom walked us through set up. Malfunctioning pool alarm on sliding door went off numerous times and came off door and had to be rehung. Broken...
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Experience Kissimmee living near vibrant Old Town

9.6 out of 10, Exceptional, (25)
"This house was nice and conveniently located to Disney world and other attractions. "
Experience Kissimmee living near vibrant Old Town

JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

9.6 out of 10, Exceptional, (100)
"Owners were responsive with questions we had prior to our check in. The rental was clean upon arrival and we did not have any issues during our stay. We were in town for a dance competition and this was a quick drive over to the convention center. "
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1

9.2 out of 10, Wonderful, (76)
"We had a very relaxing stay at this home. All the amenities listed. Perfect for a family vacation. "
Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1

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

9.6 out of 10, Exceptional, (100)
"Good location and clean property. Would have liked some more basic items like additional toilet paper and paper towels for the price of the stay. Overall it was comfortable and quiet"
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

Amazing villa close to Disney with 5* Reviews

10.0 out of 10, Exceptional, (248)
"The layout is great with a fantastic pool area. Great location to restaurants, shopping and Disney."
Amazing villa close to Disney with 5* Reviews

Luxury/magnificent South Facing Pool/Spa Lakefront View Free WiFi Game Room

9.2 out of 10, Wonderful, (82)
"We booked this house when the host of our scheduled booking let us down at the very last minute, and I am now so glad that happened! The owner of this property, Donna, was amazing. Her quick responses and kindness quite literally saved our family vacation after we were left stranded following a 9-hour flight from the UK, and I cannot thank her enough for allowing us to stay at her home. There is not one negative thing I could say about this property. The house was the perfect home away from...
Luxury/magnificent South Facing Pool/Spa Lakefront View Free WiFi Game Room

LUXURY FOR YOU + Last-Minute-Rates: 2 Masters, Gas Grill, TV65" 4K & Game Room

9.6 out of 10, Exceptional, (135)
"Nice pool with plenty of floaters and water toys. Plenty of space for everyone. Clean Had strollers there if you’re coming for Disney. "
LUXURY FOR YOU + Last-Minute-Rates: 2 Masters, Gas Grill, TV65" 4K & Game Room

EXQUISITE VILLA - 2 Master Suites, Pool South+Spa, Gas BBQ, Game Room, WIFI

9.6 out of 10, Exceptional, (195)
"Great place to relax for the weekend."
EXQUISITE VILLA - 2 Master Suites, Pool South+Spa, Gas BBQ, Game Room, WIFI

Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre

10.0 out of 10, Exceptional, (91)
"We had the most wonderful stay at this property - everything you could ever want or need in a spacious, fun-filled home! Thowner was"
Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre

Luxury Solterra Resort Home

10.0 out of 10, Exceptional, (23)
"I was very impressed with this house. The host was amazing and very accessible and easy to communicate with. In addition they were also very accommodating and helpful during our stay. The house was immaculate and the beds were super comfy. Highly recommend"
Luxury Solterra Resort Home

Water Front Villa in Emerald Island, 3 Mi to Disney, 4BdRm/3Ba,Theme Rm,Pool

9.4 out of 10, Exceptional, (56)
"All around excellent in every way. Would love to stay again."
Water Front Villa in Emerald Island, 3 Mi to Disney, 4BdRm/3Ba,Theme Rm,Pool

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

9.8 out of 10, Exceptional, (26)
"This was the second time we've stayed at this property - great place and terrific property owner with superior communication skills. Never a worry staying with Deb, just quiet, clean comfort. Thank you again!"
2 King Ensuite on First Floor with Very Private Pool 5BD/5BA 10% Discount!

Ultra Modern Luxury Living in Reunion

8.6 out of 10, Excellent, (17)
"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

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Overall, we had a wonderful time and the house is really nice. There were some concerns/issues, however management responded rererespondresponded promptly to "
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything 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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Other property types in Winter Haven

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5046)
"Great place to stay."
The price is SAR 456
SAR 632 total
includes taxes & fees
7 Jan - 8 January 2025
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1119)
"Ive stayed in those cottages like 8 times already and this time I can honestly say that i was disappointed. 1st the couch was dirty and the washing machinebwas full of mold in the tray .it was super nasty ."
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1401)
"El hotel está en un lugar muy bueno bien cerca de los parques , el hotel está muy limpio con muchas condiciones muy limpio y un muy buen precio "
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 and 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?
Winter Haven has multiple villas with a total average guest review rating of . Private Pool 3 Bedroom Home By Redawning is a popular choice with seasoned Expedia guests. Visitors of this 3.5-star getaway can access a swimming pool and a lanai. Ov4051 - Southern Dunes - 3 Bed 2.5 Baths Villa is another highly rated stay. This 3.5-star villa comes with tennis and a garden, among other conveniences.
How many villas are there in Winter Haven?
You can choose from 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.