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Compare 20369 Vacation Homes in Winter Haven with updated reviews, rates, and availability.

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1608)
"The place was very impressive and clean. Staff was kind and professional. Will definitely stay again"
The Berkley, Orlando

Free Water Park! Private Pool & Game Room (7739)

8.2 out of 10, Very Good, (57)
"Will stay again"
Free Water Park! Private Pool & Game Room (7739)

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (128)
"My family and I really enjoyed our stay. Would definitely stay!"
Formosa Valley Resort by UNE Homes

Encore Resort

4.0 star property
6.4 out of 10, (113)
"It was a very nice home. My family had a great time"
Encore Resort

The Bear's Den Resort Orlando

5.0 star property
7.6 out of 10, Good, (20)
"Check-in and check-out were easy. The staff was very accommodating. The home is stunningly beautiful and clean. We loved every moment of our stay and will return!"
The Bear's Den Resort Orlando

POOL HOME - Luxury Windsor Palms Resort - 6 miles to Disney! POOL HEAT INCLUDED!

10.0 out of 10, Exceptional, (142)
"Our stay was perfect. The home has everything you need and is close to the parks. This was our 2nd stay with host Elaine. She is great to work with and we are planning next stay this spring! "
POOL HOME - Luxury Windsor Palms Resort - 6 miles to Disney! POOL HEAT INCLUDED!

Lake View! Free Waterpark! Modern 5BR- Windsor at Westside (8890GC)

7.6 out of 10, Good, (42)
"The place was nice. My friends and I enjoyed our stay. The only cons I have are the carpets (stained…feels unclean), the peeling leather (white) couch, and the mesh screening above the pools needs to get fixed (there’s a big hole). Other than that, we really enjoyed our stay. Check in/check out process was really easy and no complications. Please read before booking, if I had a chance review the Renter’s Agreement before booking, that would’ve been helpful in deciding to book this place or...
Lake View! Free Waterpark! Modern 5BR- Windsor at Westside (8890GC)

Next to Disney Properties! PoolSpa Vacation Home Super Convenient Location

9.8 out of 10, Exceptional, (8)
"Easy checkin process. Owner was great with communication, prompt, friendly and very helpful. He even let us extend our check out time. Lovely neighborhood and very spacious villa. "
Next to Disney Properties! PoolSpa Vacation Home Super Convenient Location

Great 3 bed/3 bath townhome in Crestwynd Bay, just 2 miles from WDW main gate

9.2 out of 10, Wonderful, (104)
"Our stay was very nice and the neighborhood was always quiet. We didn't take advantage of the neighborhood amenities but we all slept very well and the showers were great too with nice water pressure and temperature changes. Great experience overall!"
Great 3 bed/3 bath townhome in Crestwynd Bay, just 2 miles from WDW main gate

Amazing-Movie Theater-Private Pool/Spa-Great View-Themed Bedrooms

9.8 out of 10, Exceptional, (92)
"The house was amazing. It had plenty of room for our group of 9 and it was nice to have so many bathrooms. The backyard was nice to sit out and relax and everyone loved the pool and spa. The location of the house was perfect so close to everything and the parks. Would highly Recommend staying here will definitely book again. "
Amazing-Movie Theater-Private Pool/Spa-Great View-Themed Bedrooms

NEW Luxury Villa Near Disney w/ Pool & Spa!

9.8 out of 10, Exceptional, (40)
"Loved staying here! Great place to stay if you are visiting Disney!!! The rooms are all SO CUTE!"
NEW Luxury Villa Near Disney w/ Pool & Spa!

Caribbean Dreamin | Vibrant Margaritaville Resort

9.8 out of 10, Exceptional, (9)
"The property was not just clean. It was move in ready clean. Everything was well planned and thought out. There was even an umbrella we could use for the afternoon showers. We really enjoyed our stay and there was tons to do nearby. It was a very quiet and relaxing place to stay at!!"
Caribbean Dreamin | Vibrant Margaritaville Resort

Brand New, Completely Renovated, South Facing w/ Luxurious Finishes & Updates

9.2 out of 10, Wonderful, (61)
"The condo was very nicely decorated and had all of the things we needed for our 5 day stay. Communication with the property owner/manager was prompt and very easy. The only things negative we have to say about the property are as follows: Shower heads were not sufficient for gals with thick curly hair. Some hand held shower heads might be a nice addition….at least one anyway. And sometimes there was no hot water in the kitchen sink. Two of the mattresses were very firm which might be ok for some...
Brand New, Completely Renovated, South Facing w/ Luxurious Finishes & Updates

MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

9.0 out of 10, Wonderful, (63)
"Is nice and clean i love the place"
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

Great Vacation Home Ideal Retreat in the Heart of the Disney area

9.6 out of 10, Exceptional, (164)
"Excellent overall will be staying again and again"
Great Vacation Home Ideal Retreat in the Heart of the Disney area

6 Bed, 4 Bath, Private Pool, Hot tub, Gated entry near Theme Parks

9.6 out of 10, Exceptional, (18)
"Only issue we had was none of the outlets worked in the pool area. And pool guy came when we were just going in pool. No notice. Just walked in when we were there. Would have been nice to be given a heads up. Also every timer we turned ac down it jumped right back up. House was warm. "
6 Bed, 4 Bath, Private Pool, Hot tub, Gated entry near Theme Parks

Dog-friendly townhome w/ private pool & resort water park - close to Disney

8.0 out of 10, Very Good, (45)
"Everything was good pool had"
Dog-friendly townhome w/ private pool & resort water park - close to Disney

Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool

9.6 out of 10, Exceptional, (169)
"The house was overall nice. Pros: large with lots of space and cute Disney decorations. Cons: we have 4 kids and after having a pool day there at the house, every single one of them came out of the pool with blisters on their hands and feet, 2/4 were bleeding on toes, we think it was a combination of too much chlorine and rough pool bottom. Dish washer didn’t work properly, and beds weren’t the most comfy, we went to Walmart and bought a mattress topper. But overall it was a nice stay!"
Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool

Sophisticated 4 En Suites w/ Private Hot Tub

9.8 out of 10, Exceptional, (9)
"Everything was as advertised. Place was very clean and modern. Very nice accommodations. Would definitely stay there again."
Sophisticated 4 En Suites w/ Private Hot Tub

Family Villa Near Disney| Pool| Spa| Theater|Games

10.0 out of 10, Exceptional, (14)
"Property was exactly as described, perfect place to stay and so close to Disney. This house was amazing inside as well as the outside area. We will definitely return to stay on our next family vacation!"
Family Villa Near Disney| Pool| Spa| Theater|Games
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

3.0 star property
5.2 out of 10, (5588)
"Women at the front are not approachable, more on the rude side. They completely ignore you until you say excuse me. Besides that everything and everyone else was very helpful and pleasant. "
The price is AED 141
AED 235 total
includes taxes & fees
4 Dec - 5 Dec
Seralago Hotel & Suites Main Gate East

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5032)
"We stayed in an apartment close to shops and dinning options. The resort was well maintained, we called reception for few things and maintenance came in just few minutes. First floor has tiled floors and above floors have carpet. We liked that it offered a shuttle to the disney parks and universal studios. "
The price is AED 463
AED 636 total
includes taxes & fees
17 Dec - 18 Dec
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1094)
"Our stay at the Margaritaville Resort Orlando Cottages was spectacular! The thoughtfully designed space perfectly blended luxury with a laid-back island vibe, and the vibrant decor instantly put us in vacation mode. Our cottage was immaculately clean and stocked with all the amenities we could need. The well-equipped kitchen was perfect for nights we chose to dine in, and the cozy bedrooms ensured restful nights after fun-filled days. What truly set this experience apart was the sense of...
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.