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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

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

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, DVD player, books, stereo

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

9.6 out of 10, Exceptional, (110)
"Great place to stay!One small improvement would be a fridge with water dispenser.Would definitely book again "
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (221)
"Amazing place to stay. Quick to answer any questions I had. You’ll be hard pressed to find a better place in Orlando."
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Fridge, microwave, oven, stovetop

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
Outdoor pool, a heated pool

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

2.0 star property
8.0 out of 10, Very Good, (7)
"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
Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (275)
"Very close to Disney parks. Clean. Large rooms. Worked out very well for 4 adults and 3 kids ages 2-5"
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!
Outdoor pool, a heated pool

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
Outdoor pool, a heated pool

Modern Villa less than 10 minutes from Disney

10.0 out of 10, Exceptional, (109)
"We had a wonderful stay at this house. We didn't do too much outside of the resort because the warm pool and hot tub, plus the community pool and courts gave us plenty of places to go. We enjoyed walking in the community as well and there were some cute little parks. Families with littles should check out the castle park!The home was huge, clean, and had everything we wanted. We can't complain about a thing. Thanks Chris for everything you did for us, and providing a wonderful vacation home!"
Modern Villa less than 10 minutes from Disney
Ultimate New Encore Home Modern Furnishings Throughout
A heated pool

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
Pool

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

9.8 out of 10, Exceptional, (151)
"This has been the best property we have ever stayed at. I cannot express how impressed I was with the cleanliness of this home and just how nice everything was this property. Our 15 year-old and 11-year-old sons loved having their own bedrooms with TV and it was so nice to be able to come back every day and hop in a warm pool and hot tub that we had all to ourselves. The game room entertained us many nights with the pool table and air hockey. We loved the neighborhood and being able to walk to...
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
Interior

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

Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (226)
"We loved the size of the house and the spacious pool area. We were close to everywhere we wanted to go. We also liked the gated community feel for security. Everyone had their own bedroom and bathroom. It met all our needs and was a great place to stay for our family Spring Break vacation! "
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
A heated pool

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~
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (1)
"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!
Outdoor pool, a heated pool

Fully-Equipped Villa Next to Disney!

9.4 out of 10, Exceptional, (60)
"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 SAR 345
SAR 786 total
includes taxes & fees
2 Apr - 3 Apr
Fully-Equipped Villa Next to Disney!
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
Pool

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

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

9.4 out of 10, Exceptional, (79)
"Would recommend for a large group who needs easy access to Disney. We came for our child’s competition at ESPN and it was very convenient to get back and forth. Lots of room to spread out, newly updated bathrooms, pool access and quaint neighborhood. Shopping and restaurants were easily accessible and neighborhood was quiet. "
Mickey's Mansion!7BDR Themed,Pool/Spa, near Disney
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa
A heated pool

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 Near Disneyland. Pet Friendly.
Fridge, microwave, oven, stovetop

Luxury Home, Arcade, Heated Private Pool 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 Near Disneyland. Pet Friendly.
Glenbrook Retreat-Come in as Guests and Leave as Friends
Outdoor pool, a heated pool

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (179)
"My family and I loved our stay. The house is spacious, clean and is located in a great neighborhood . Would definitely stay here again. "
Glenbrook Retreat-Come in as Guests and Leave as Friends
Outdoor Movie System, Outdoor pool, 15 min. to Disney, Family friendly!
Indoor pool, outdoor pool

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

9.2 out of 10, Wonderful, (71)
"Upon arrival we were not given the information to get into the house. The back door was unlocked. The dishwasher was drained. The pool didn’t seem as clean as I expected. I wish we would’ve known to use the community pool(resort) was a fee. The smoker didn’t work. "
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
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1839)
"Like the layout of the room, was good value for the money "
The price is SAR 379
SAR 495 total
includes taxes & fees
2 Apr - 3 Apr
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5271)
"Nice Property with lots of activities available"
The price is SAR 439
SAR 612 total
includes taxes & fees
1 May - 2 May
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1288)
"We absolutely loved our stay. The villa was spacious and modern. The resort is huge and has nice amenities. We especially loved the shuttle service, which we used daily to get to the water park, sunset walk restaurants, and main pool area. Our only disappointment was our villa being so close to a very high traffic, noisy road. It was too noisy to relax and sit outside. If we return, we will request a villa in a different area."
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 SAR 345 and SAR 345 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.
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.