Search Villas in Winter Haven

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 8474 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, (110)
"We had a great stay! Close to Disney! Loved the heated pool and spa! Amazing! "
The price is AED 569
AED 1,596 total
includes taxes & fees
6 May - 7 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, (225)
"House was like Disneyland very very comfortable and very relaxing after a long day at the parks. Would definitely stay here again thanks you "
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, (104)
"Great place for a week! Only complaint would be that there was no extra supplies.( toilet paper, wash cloth, garbage bags, tissues and no extra towels) Bring your own swim towels too!! Walmart was only 5-10 minutes from the house so it was a big deal! The pool and pool deck are both nicely maintained. Definitely would stay again if ever I was in the area."
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, (276)
"We are snowbirds and this year our son and his family came down for spring break to go to Disney World so we needed someplace big enough for all of us. This was perfect - downstairs king bedroom with en suite for us and 3 bedrooms and 2 bathrooms upstairs for them. Emerald Island is a beautiful resort. We had a heated pool and hot tub just a short walk away. Our grandkids enjoyed the pool very much. We were very close to DW so didn't have to put up with the traffic jams as much. Getting there...
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

10.0 out of 10, Exceptional, (110)
"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, (152)
"Beautiful property close to Disney and Old Town! The pool and spa were the selling point! Would stay here again!"
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

4.0 out of 10, (1)
"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, (228)
"Very clean house which was exactly as advertised. Had some minor hiccups during our stay, but the owner, Janine, was very accessible and quick to respond. Good supplies for little ones. Would definitely stay here again!"
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

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

8.4 out of 10, Very Good, (15)
"We had a group of 14 and we had plenty of space for everyone. House provided for all of our basic needs. Location was great!"
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, (3)
"Property is very spacious & comfortable... amazing spot to vacation with the family. Community has lots of amenities & is very well kept. Definitely enjoyed our time here. We look forward to vacationing here again in the future."
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, (62)
"The location was excellent. It was very close to everything we needed and Disney. The property was quiet. We watched the fireworks from our window every night. The price was great too! "
The price is AED 338
AED 770 total
includes taxes & fees
16 Apr - 17 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, (84)
"Easy entrance and alarm disarming. Did notice the pet stains on the carpet in the dinning/lounge area. We did not use this area nor allowed our small dog in the area during our 6 week stay. the nicely decorated house with artificial plants imparted a warm homey feeling. Some of the major appliances were relatively new supporting a functional kitchen. Could have used a cookie sheet but the pizza pan made due. The location was on a side street and traffic and noise was minimal. Slept well on...
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, (80)
"Overall amazing place. The house was beautiful, the weather beautiful. The pool was cold, but the kids enjoyed it. And if i had one negative, maybe a pizza pan for cooking?? But otherwise, our family vacation was a success. Thank you for sharing withbus. "
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, (18)
"We really enjoyed our time here. The home was clean, spacious and in a great location. The owner was responsive and communicated very clearly. "
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, (183)
"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.
Don't see what you're looking for?
See all available properties in Winter Haven
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winter Haven

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1923)
"They were contingent on a timeshare , that I had to pay for but did not attend. "
The price is AED 288
AED 390 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, (5329)
"Well worth it "
The price is AED 441
AED 612 total
includes taxes & fees
21 Apr - 22 Apr
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1330)
"Everything was great overall. Hard to get room services at the cottages since phone rings and no answer. "
Margaritaville Cottages Orlando with H2O Waterpark 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?
Villas in Winter Haven cost between AED 338 and AED 569 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 8474 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.
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.