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Compare 7001 Villas in Winter Haven with updated reviews, rates, and availability.

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

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

9.4 out of 10, Exceptional, (92)
"The stay was great, nice pool and heated jacuzzi was amazing! Comfy beds, clean and cozy. The only reason I give 4 starts is that the checking in was a little complicated and confusing with the alarm system. But the host communicated perfectly and answers all the questions, the shower was broken too upon arrival and host was ready to fix everything asap.Thank you for the hospitality!"
The price is SAR 571
SAR 1,641 total
includes taxes & fees
24 Nov - 25 Nov
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Updated 4 bed 2.5 bathroom pool home villa that overlooks conservation with games room at Westridge near Disney, Orlando
DSC06758.jpg

Updated 4 bed 2.5 bathroom pool home villa that overlooks conservation with games room at Westridge near Disney, Orlando

8.8 out of 10, Excellent, (29)
"Perfect place for me and my sons for a quick 4 day getaway. The Host was great to deal with especially right after a hurricane, excellent communication, the house was clean and in a great neighborhood close to all of central Florida attractions. "
Updated 4 bed 2.5 bathroom pool home villa that overlooks conservation with games room at Westridge near Disney, Orlando
⭐ This is the house you've been looking for! Arcade, Pool, Themed Bedrooms!⭐
Children's area

⭐ This is the house you've been looking for! Arcade, Pool, Themed Bedrooms!⭐

9.8 out of 10, Exceptional, (37)
"The house was very nice and everybody was very pleased with it. We had a couple of minor issues that were taken care of very quickly by Kameron."
⭐ This is the house you've been looking for! Arcade, Pool, Themed Bedrooms!⭐
Ultra Modern Luxury Living in Reunion
Front of home with on street parking

Ultra Modern Luxury Living in Reunion

8.6 out of 10, Excellent, (15)
"Not a big deal but Keep the instructions simple and easy to understand."
Ultra Modern Luxury Living in Reunion
Gorgeous Home with Golf Course View Championsgate
Room

Gorgeous Home with Golf Course View Championsgate

10.0 out of 10, Exceptional, (17)
"Amazing home very clean and roomy for 15 people. Beautiful view of the golf course. We loved the pool and hot tub. The owner was very quick in responding to my question while there."
Gorgeous Home with Golf Course View Championsgate
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
7 bedroom (6 bathroom) Villa home on the gated Bellavida Resort

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

2.0 star property
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
Cumbrian Lakes Villa with Balcony, Near to Disney
Pool

Cumbrian Lakes Villa with Balcony, Near to Disney

9.0 out of 10, Wonderful, (33)
"Loved the house and good communication with host "
Cumbrian Lakes Villa with Balcony, Near to Disney
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Villa

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (264)
"Nice size, bed & bath for everyone in the group. Centrally located to things we wanted to do. "
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Pool

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

9.0 out of 10, Wonderful, (43)
"Plenty of room in the house loved the pool and hot tub. Host responded quickly to my questions. "
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Fully-Equipped Villa Next to Disney!
Living area

Fully-Equipped Villa Next to Disney!

9.4 out of 10, Exceptional, (49)
"This was a great spot. Clean, well kept and close to the parks. The host was great with communication especially during the hurricane. "
Fully-Equipped Villa Next to Disney!
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Room

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

9.6 out of 10, Exceptional, (99)
"Close to all activities "
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Disney/Family/Golfers -4bd/3b Southern Dunes Golf View Villa with Pool/Hot tub!
Pool/hottub

Disney/Family/Golfers -4bd/3b Southern Dunes Golf View Villa with Pool/Hot tub!

9.6 out of 10, Exceptional, (102)
"Great property, clean, loved the pool and hot tub. Great communication with management and hosts, easy access to quick groceries or the super Walmart. Definitely will book again if available when we go back to Florida ! Loved watching the golfers and chatting with a few as well! Great community! "
Disney/Family/Golfers -4bd/3b Southern Dunes Golf View Villa with Pool/Hot tub!
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
Blue Villa getaway

Blue Villa Beauty- 3bed/3bath Margaritaville Resort

10.0 out of 10, Exceptional, (24)
"Everything was better than expected. Easy to get to and get into. How nice to walk into a spotless home with everything that we needed for the stay, other than food and beverage. This place was a great place to stay on every level. The host (Jack) was always quick to respond to any questions that we had prior to our stay. Publix and Target are very close too, for anything that you might need during your stay. I would highly recommend this Home away from Home. Tom"
Blue Villa Beauty- 3bed/3bath Margaritaville Resort
Villa Bonita. Southern Dunes 4 golf courses. Disney area!
Welcome to your Villa Bonita

Villa Bonita. Southern Dunes 4 golf courses. Disney area!

9.6 out of 10, Exceptional, (145)
"We thoroughly enjoyed our family stay on our trip to Legoland and Orlando attractions. The property was very clean and met our needs perfectly. The pool was the icing on the cake for when kids got back or had some down time. The owner communication was top notch and very friendly and professional. Would stay here again!"
Villa Bonita. Southern Dunes 4 golf courses. Disney area!
Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!
Front of House

Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!

10.0 out of 10, Exceptional, (121)
"This rental is close to everything you will need and just an 18 minute drive from Disney's Magic kingdom! It has an amazing pool and is very spacious. The owners are easy to communicate with and are very helpful. "
Fabulous Vacation Villa with Pool and Spa, minutes from Disney World!!!
☀️🌴Award-Winning Golf, Disney/Universal, Pool, Clubhouse/Gated Community 🌴☀️
Pool

☀️🌴Award-Winning Golf, Disney/Universal, Pool, Clubhouse/Gated Community 🌴☀️

10.0 out of 10, Exceptional, (68)
"A fantastic stay and a very clean and well equipped villa. This villa has everything youll need need such as . "
☀️🌴Award-Winning Golf, Disney/Universal, Pool, Clubhouse/Gated Community 🌴☀️
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Pool

Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

10.0 out of 10, Exceptional, (215)
"Our host was truly remarkable from start to finish. Windsor Hills what a fantastic community! Nice and quite totally secured! Very close to Disney. Loved the private pool that was the perfect size! Our host included the gas grill for no extra charge . The layout was perfect for our family. I could go on and on. All I can say is we have been coming to Disney for years but this we be our go to house from here on out! Makes it affordable for a family to vacation in style."
The price is SAR 939
SAR 2,326 total
includes taxes & fees
25 Nov - 26 Nov
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
Welcome to paradise! Vacation the way you have been dreaming about.

PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!

9.8 out of 10, Exceptional, (43)
"We had an amazing stay. Townhouse was clean, location within resort convenient, close to Disney parks."
PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Pool

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

10.0 out of 10, Exceptional, (162)
"Loved the location near Disney. Walmart very close by. 6 bedrooms worked very well with our large family. Loved the amenities (indoor pool and larger pools, splash park and water slides nearby). My only negative comment is that we had to make a trip to buy toilet paper, garbage bags, hand soap and shampoo/conditioner. Thought it should be included for a 6 day stay. Also, beds are soft (not my liking but realize this is a personal preference)."
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Luxury Villa with Private Pool in Paradise Woods
Outside front of Villa Paradise Woods

Luxury Villa with Private Pool in Paradise Woods

9.8 out of 10, Exceptional, (108)
"When we arrived it was super easy to get in due to the fact that they send all the information needed before you even start your trip. As we entered the house it was super clean and well stocked to accommodate everything you would need for not only adults but small children as well. They even have a safety gate and alarms on the doors so you know if a child has exited the door to the pool. The pool was super clean as well. The neighborhood is very quiet and easy to find as well. I would...
Luxury Villa with Private Pool in Paradise Woods
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

Seralago Hotel & Suites Main Gate East
Exterior

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is SAR 147
SAR 244 total
includes taxes & fees
24 Nov - 25 Nov
Seralago Hotel & Suites Main Gate East
Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is SAR 490
SAR 669 total
includes taxes & fees
8 Dec - 9 Dec
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"This is our third time staying at Margaritaville (cottage the first time, villas the second and third time); I must say this villa was the least taken care of. It wasn’t super clean and the slider had some damage regarding opening/closing the blinds and locking/unlocking the sliding glass door. The front door didn’t have a safety lock at all (it looked to have been removed) so that made us a little uneasy. Our bed (queen) was very bouncy and it seemed to cave a little in the middle. Overall, it...
Margaritaville Resort Orlando Cottages by Rentyl
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 SAR 619 and SAR 619 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 9.6. 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 7001 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.