Search Vacation Homes in Winter Haven

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Compare 20253 Vacation Homes in Winter Haven with updated reviews, rates, and availability.

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1630)
"The worst part is the traffic in the area"
The Berkley, Orlando

Solara Resort Gem - Pool, Game Room, Near Disney

9.2 out of 10, Wonderful, (14)
"Great place to stay very friendly needed a little TLC not much just generic maintenance. "
Solara Resort Gem - Pool, Game Room, Near Disney

Orlando Renters

3.5 star property
6.2 out of 10, (87)
"The stat was excellent except the pool was so cold it was unusable. We had to pay to heat it but then we were told the overnight temperatures made heating it impossible. We were disappointed but other then that it was wonderful"
Orlando Renters

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (133)
"Clean and comfortable, food and shopping close by"
Formosa Valley Resort by UNE Homes

Encore Resort

4.0 star property
6.4 out of 10, (114)
"It was a very nice home. My family had a great time"
Encore Resort

Barbecue in Summer Kitchen, Smart TV by the Pool!

9.8 out of 10, Exceptional, (38)
"We had a wonderful stay at this house. Everything was as pictured. It is very roomy with enough space for all of us to have our own spaces. If travelling during the “cooler” months, I would highly suggest the pool heater as it cools down quickly. The pool was great for our toddler and other kids. Our toddler had a great time hanging out on the ledge playing with his toys. The only thing we came across was damp towels in the closet which wasn’t a huge deal as there is the washer and dryer....
Barbecue in Summer Kitchen, Smart TV by the Pool!

2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney

9.6 out of 10, Exceptional, (33)
"Good communication, was a great place for our family to stay as we explored Disney and Universal. This was our first time staying offsite from Disney and was a great location under 1/2 hour to all the parks. Do yourself a favor if staying here, go to the Eleven restaurant one night which is at the Reunion resort (11th floor) and 1/2 mile away. This place has a rooftop view of all the fireworks at Disney- DJ on Fridays and live music on Saturdays. We did this our final night and had awesome...
2022 Award @ Hosthub, Home Theater/Game Room/Harry Potter Rm Close to Disney

Kissimmee Maingate Area Pool Homes by SVV

3.5 star property
8.6 out of 10, Excellent, (338)
"The pool needs to be resurfaced. We didn’t let the kids swim in the pool because the pool was dirty and the cement on the bottom of the pool was breaking up. The house was clean and the location was perfect! We were hit with an unexpected registration charge of $207.00. It would if been nice to know about that hidden fee! Donnetta "
Kissimmee Maingate Area Pool Homes by SVV

Minutes from Disney! Lakefront villa with south facing pool and jacuzzi!

10.0 out of 10, Exceptional, (92)
"We really enjoyed the relaxing atmosphere of this home. Perfect for off days between park days. Plenty of room for a family with 2 king size beds and 2 twins!"
Minutes from Disney! Lakefront villa with south facing pool and jacuzzi!

Great quiet and comfortable, South Central Lakeland location.

9.8 out of 10, Exceptional, (124)
"I have stayed multiple times and enjoy each and every day. Very quiet, peaceful and excellent for clean. Will be back to stay in the future 😀"
The price is AED 257
AED 361 total
includes taxes & fees
16 Jan - 17 Jan
Great quiet and comfortable, South Central Lakeland location.

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

9.0 out of 10, Wonderful, (66)
"Greatcstay"
MO800 Champions Gate 5 Bedroom bathroom 5 Private Pool & Jaccuzi, Free Waterpark

LUXE DISNEY HOME, POOL W/ SPA, GAME ROOM, FREE NETFLIX & WIFI

9.8 out of 10, Exceptional, (74)
"This was our second time renting the house. Nothing has changed since my first perfect experience. Quiet, clean and the host was very easy and quick to communicate with. Hope to be back again!"
LUXE DISNEY HOME, POOL W/ SPA, GAME ROOM, FREE NETFLIX & WIFI

Cozy house in charming Lakeland with AC, WiFi, really good quiet place.

10.0 out of 10, Exceptional, (2)
"Exactly what I was looking for"
The price is AED 184
AED 320 total
includes taxes & fees
9 Jan - 10 Jan
Cozy house in charming Lakeland with AC, WiFi, really good quiet place.

Marvelous Villa with Galactic Themed Bedroom at Encore

9.0 out of 10, Wonderful, (38)
"Property was just as advertised, spacious and comfortable in a new resort neighborhood. The kids, ages 4-10 had a blast in the Star Wars themed bedroom and garage game room. Pool was lovely even though we didn’t use much. Only a 20 minute ride to Disney parks and plenty of stores and restaurants nearby. Can’t say enough good things about resort staff from guards to management company. "
Marvelous Villa with Galactic Themed Bedroom at Encore

The Bear's Den Resort Orlando

5.0 star property
7.8 out of 10, Good, (21)
"Brian W from the Bears Den reception committee is extremely helpful and great. "
The Bear's Den Resort Orlando

Big villa with private pool, game room! 3 Miles to Disney - Enhanced Cleaning

8.8 out of 10, Excellent, (116)
"Close to where we wanted to be, clean and spacious. The heated pool was AWESOME! "
The price is AED 621
AED 2,288 total
includes taxes & fees
6 Jan - 7 Jan
Big villa with private pool, game room! 3 Miles to Disney - Enhanced Cleaning

3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)

10.0 out of 10, Exceptional, (13)
"It was a clean rental and well maintained. We had problems with some light fixtures in the kitchen being broken (not by us) when we got to the rental. I always like to check the whole property for any damages and we found that light broken hanging and shower doors weren’t installed properly etc but it is in a good neighborhood and close to most of the Disney world parks. The host would have good communication with us , as we explained what we had found when we got to the property. I would...
The price is AED 385
AED 1,532 total
includes taxes & fees
14 Jan - 15 Jan
3 Bedrooms/ 3 Bathrooms/ The Hub (3205 TT)

Stay near the magic! 3-bedroom home, just 6 minutes to Walt Disney World® Parks!

10.0 out of 10, Exceptional, (93)
"We came down for Disney for our daughters 6th birthday.Very last-minute booking but Jeannie was patient and worked with us. Its a home away from home. The layout is ideal with the master and kids room on the top floor. Having the heated pool in Dec is a cherry on top. Plenty of space for a larger group, beds are very comfortable and location for the home is ideal with the clubhouse just around the corner (walking and visiting with the ducks). Pool area is clean, great for the kids, DJ was on...
Stay near the magic! 3-bedroom home, just 6 minutes to Walt Disney World® Parks!

Sophisticated 4 En Suites w/ Private Hot Tub

9.8 out of 10, Exceptional, (10)
"We had a spectacular time in this home. It’s beautiful and it looks exactly like the pictures. We had everything that we needed and it’s in a great location. "
Sophisticated 4 En Suites w/ Private Hot Tub

Private pool - spa wifi/ game room under AC 3 miles from Disney

9.2 out of 10, Wonderful, (23)
"The property was a short distance from Disney Parks. Loved the house. Family was able to rest and relax after long day at parks in pool and hot tub. Walmart 5 minutes away. Close to restaurants and shops. Everyone in family was pleased with our stay. Will definitely try to book again. onexttrip to Parks"
Private pool - spa wifi/ game room under AC 3 miles from Disney
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

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5072)
"We love Summer Bay by Exploria! "
The price is AED 463
AED 636 total
includes taxes & fees
19 Jan - 20 Jan
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1144)
"We loved the house. The size was great for two families (3 bedroom elite), as everyone had their own space. The pool/spa wouldn’t heat up and we had to ask repeatedly for someone to come help us. They never came. Luckily a neighbour was able to help us after we gave up waiting for maintenance staff. They are definitely short staffed everywhere. No one would answer when we called for bedding for the pull out, (we had 8 people), and had to eventually walk to the front to request a duvet for the...
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1408)
"The property was very clean both inside and outside. The pools and hot tub in our area were great! A downside is that when you call for more towels you have to be in the room, they said they will not just leave it at your door. "
Vacation Village at Parkway
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.