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Compare 8461 Villas in Winter Haven with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (111)
"We absolutely loved this property and had an amazing time enjoying the pool and game room. After staying here, we don't see ourselves staying on Disney property again because a house such as this offers so much more freedom and truly feels like a vacation! The house was spotless, and the host was incredibly responsive.The only issue we encountered was discovering on Tuesday that the refrigerator wasn't working. We initially suspected something was wrong when our ice cream never fully froze. I...
The price is SAR 544
SAR 1,573 total
includes taxes & fees
18 May - 19 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

9.8 out of 10, Exceptional, (228)
"Great location. Owner communicates quickly. Would definitely stay again."
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

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

9.6 out of 10, Exceptional, (105)
"We really enjoyed our stay. Location was great and it was only a short drive to all the parks. The property was very clean and comfortable."
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

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

2.0 star property
8.4 out of 10, Very Good, (8)
"Nice house"
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (278)
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4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

9.4 out of 10, Exceptional, (85)
"Our 9 night stay as a family was fantastic! We are a group of 6 adults and 3 kids ranging in age from 10-14. The feature we loved most was the set up of this home with the three master suites and the spaciousness of all the rooms. Pool and hot tub were great and worked flawlessly. We spent a fair amount of time at the resort pool as well, which we all enjoyed. The only items we were really missing and could have used more of were towels and just extra blankets. Absolutely zero issues with host,...
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

Modern Villa less than 10 minutes from Disney

9.8 out of 10, Exceptional, (111)
"We had a great stay at this vacation home! The house was mostly clean and had everything we needed for a comfortable trip. The kids especially loved the Mickey-themed game room — it kept them entertained for hours! The location was a huge plus — super convenient to both Disney and Universal, which made getting around really easy. Overall, it was a nice spot to relax after long days at the parks. "
Modern Villa less than 10 minutes from Disney

Ultimate New Encore Home Modern Furnishings Throughout

8.4 out of 10, Very Good, (26)
"Myself and 11 others travel south each what for Speedweeks in Daytona. We stay in the Kissimmee area because there is so much to do. This was our 4th year and by far our favorite house we have stayed in. The house was clean and just like the picture. The backyard had plenty of room for all of us to relax and just chill out. Great home!!!"
Ultimate New Encore Home Modern Furnishings Throughout

NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

9.8 out of 10, Exceptional, (154)
"This was a senior trip for our 17 year old, and everything about it was perfect. The house was immaculate when we arrived, and the location was never more than 15 minutes from any Disney park we wanted to visit. Thank you for being our "home base" and helping make this trip a great one!"
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View

7.0 out of 10, Good, (2)
"QR code not given to gain entry into the development, had to pull over with five other vehicles to the side of the road and wait until someone responds to the text, no one answered the phone number to the managing company (after traveling and needing to have access to the bathroom). The sliding glass door lock was broken and had to be repaired the next day delaying our departure to venture out in the city, I was questioned why it wasn't reported on the first day. The last incident and most...
Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View

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

10.0 out of 10, Exceptional, (229)
"I stayed in this home for one week with my family of 10. The home was exactly as described and shown in photos. The host was easily accessible and gracious with my questions. Will definitely be staying here again. "
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

8.6 out of 10, Excellent, (17)
"The stay, home, communications, etc was a 10/10. Pictures don't do any justice here! Everything was wonderful. Perfect location! I would definitely book here again! "
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

NEW OPENING! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

10.0 out of 10, Exceptional, (4)
"This was a great location for our family trip for 12. The home was spacious and had everything we needed for an enjoyable stay. The neighborhood had a pool with a separate kids area. There was also a lazy river and a kids activity room that was open during the day. Our rental had its own pool, which you could request to be heated. This was great for the kids with us who enjoyed swimming even after the larger neighborhood pool closed. We were in a great shopping area as well at about 15 minutes...
NEW OPENING! 5b4b Disney Themed Vacation Home w/Pool & BBQ ~12 min from Disney~

Fully-Equipped Villa Next to Disney!

9.4 out of 10, Exceptional, (63)
"The host was very responsive before the stay, and gave us all the information we needed! The only thing that lost a star was that the televisions were outdated, and the one in the bedroom did not work. This was not a problem for us because when we were there, we only slept, but when I let the host know, they did not respond. Overall, this was the perfect place to stay when going to Disney! We also got to use the pool, which was great! "
The price is SAR 281
SAR 714 total
includes taxes & fees
29 Apr - 30 Apr
Fully-Equipped Villa Next to Disney!

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

8.6 out of 10, Excellent, (86)
"Nice property. Close to everything even had a built in pool"
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Mickey's Mansion!7BDR Themed,Pool/Spa, near Disney

9.4 out of 10, Exceptional, (81)
"The location and the house was beautiful. "
Mickey's Mansion!7BDR Themed,Pool/Spa, near Disney

DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa

9.6 out of 10, Exceptional, (17)
"The Home was perfect for us. "
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa

Luxury Home, Arcade, Heated Private Pool Free, Near Disneyland. Pet Friendly.

9.4 out of 10, Exceptional, (19)
"We have been blown away by how lovely the dream house is. We stayed here for 2 weeks to do all the Walt Disney World that we could manage and the location is perfect, so close to the parks, a genuine 20 minutes drive from the main gates of Disney.The host has been amazing throughout with helpful communication and thoughtful things we didn't even ask for or expect.The pool was a great temperature, the BBQ was a huge benefit, and the house is in great, clean condition throughout. Plenty of...
Luxury Home, Arcade, Heated Private Pool Free, Near Disneyland. Pet Friendly.

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (184)
"The property is conveniently located to the attractions of Orlando, but far enough away to not be a constant nuisance. The property is well equipped with everything you might need. The decor of the home is a little tired. I imagine it gets a lot of use so the paint on the walls could be spruced up, and some of the furnishings have been worn. For example, there’s burn marks on the countertops where people have placed hot pots. The one thing I would recommend is to fix the safety fence around...
Glenbrook Retreat-Come in as Guests and Leave as Friends

Outdoor Movie System, Outdoor pool, 15 min. to Disney, Family friendly!

9.2 out of 10, Wonderful, (72)
"We had 18 people in our group ranging from 3 to 73 years old. This property was perfect for our group. We never felt like we were right on top of each other. We took advantage of all the amenities that we paid for. The pool/spa area, and the game room were used every day. The clubhouse was very nice, but we were only able to take advantage of it a few times. The two refrigerators, dishwashers, and washers/dryers came in very handy. For large groups this place is worth it. "
Outdoor Movie System, Outdoor pool, 15 min. to Disney, Family friendly!
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

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1995)
"The room was quiet and comfortable. Great value stay. Will definitely stay here again. "
The price is SAR 277
SAR 378 total
includes taxes & fees
4 May - 5 May
Vacation Village at Parkway

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5381)
"All around wonderful place to stay, staff very helpful, we will definitely be back."
The price is SAR 456
SAR 631 total
includes taxes & fees
11 May - 12 May
Summer Bay Orlando by Exploria Resorts

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (67)
"Quiet, comfortable stay. Very close to some shopping and eating at Old Town"
The price is SAR 387
SAR 486 total
includes taxes & fees
30 Apr - 1 May
Barefoot'n Resort Kissimmee Orlando
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?
Villas in Winter Haven cost between SAR 281 and SAR 544 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?
Take your pick of multiple villas in Winter Haven that have a total average guest review rating of 9.3. Private Pool 3 Bedroom Home By Redawning is highly recommended by travelers. This 3.5-star property features a swimming pool and WiFi. Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa is another great option. It has a 3.5-star rating and conveniences such as pool sun loungers and a swimming pool.
How many villas are there in Winter Haven?
Pack your bags and pick from 8461 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.