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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise

Tiny Paradise

Winter Haven
9.4 out of 10, Exceptional, (8)
"I have stayed on property a few times, first experience with tiny Paradise very quaint and clean enjoyed my stay."
United States
SUSAN
The price is HK$490
HK$967 total
includes taxes & fees
8 Dec - 9 Dec
Tiny Paradise
Smart TV
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt

Winter Haven
10.0 out of 10, Exceptional, (2)
"The place was clean and tidy, accessible to a lot of stores and attractions in the surrounding area, and the hosts were SO nice and easy to contact throughout our stay-even checking in on us to make sure everything was going good. Would totally stay again!"
United States
Kaitlyn F.
The price is HK$771
HK$1,019 total
includes taxes & fees
7 Dec - 8 Dec
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Smart TV
Cozy 1-Bedroom Retreat Near Downtown & Legoland

Cozy 1-Bedroom Retreat Near Downtown & Legoland

Winter Haven
10.0 out of 10, Exceptional, (2)
The price is HK$996
HK$1,359 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1-Bedroom Retreat Near Downtown & Legoland
Property grounds
The Unique cozy studio

The Unique cozy studio

2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is HK$623
HK$1,432 total
includes taxes & fees
28 Dec - 29 Dec
The Unique cozy studio
Fridge, microwave, stovetop, coffee/tea maker
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven

Winter Haven
The price is HK$662
HK$1,127 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Outdoor spa tub
Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!

Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!

Winter Haven
The price is HK$1,331
HK$2,987 total
includes taxes & fees
1 Jan - 2 Jan 2026
Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!
Fridge, microwave, oven, stovetop
Studio 3 !

Studio 3 !

South Lake Morton
9.6 out of 10, Exceptional, (18)
"Perfect space for a solo trip for a conference at Florida Southern. Clean, continent, and safe."
United States
Katherine F.
The price is HK$455
HK$1,353 total
includes taxes & fees
11 Dec - 12 Dec
Studio 3 !
Sports court
Family-Friendly Home near Disney and Swimming Pool

Family-Friendly Home near Disney and Swimming Pool

Kissimmee
9.8 out of 10, Exceptional, (20)
"Great place to stay, I would do it again."
United States
Jason B.
The price is HK$715
HK$1,812 total
includes taxes & fees
7 Dec - 8 Dec
Family-Friendly Home near Disney and Swimming Pool
Outdoor pool
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view

Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view

Auburndale
9.6 out of 10, Exceptional, (15)
"John and Yan were great hosts. Thoroughly enjoyed our stay!"
United States
Elaine G.
The price is HK$806
HK$1,625 total
includes taxes & fees
7 Dec - 8 Dec
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
Smart TV
Near Disney Universal Orlando First Floor Condo

Near Disney Universal Orlando First Floor Condo

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Nicely located near I4. Publix supermarket and many restaurants close by. The host is the best. Always responds quickly and is very helpful. "
United States
Jeremiah R.
The price is HK$589
HK$1,531 total
includes taxes & fees
8 Dec - 9 Dec
Near Disney Universal Orlando First Floor Condo
Beach
Adorable private 1-bedroom studio on mini-farm.

Adorable private 1-bedroom studio on mini-farm.

Lakeland
9.8 out of 10, Exceptional, (12)
"Excellent farm property in an unexpected location. Great hosts and great location with farm animals. "
United States
Leonid
The price is HK$1,191
HK$1,715 total
includes taxes & fees
5 Dec - 6 Dec
Adorable private 1-bedroom studio on mini-farm.
Pool
Luxury 3BR at Reunion Resort • Near Disney!

Luxury 3BR at Reunion Resort • Near Disney!

2.0 star property
Reunion
10.0 out of 10, Exceptional, (1)
"Short stay everything we needed except only 1 pool towel found in unit"
United States
Bobbie M.
The price is HK$506
HK$3,169 total
includes taxes & fees
8 Dec - 9 Dec
Luxury 3BR at Reunion Resort • Near Disney!
Smart TV
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY

BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY

Kissimmee
8.8 out of 10, Excellent, (6)
"We thoroughly enjoyed our stay in this property, the beds were comfortable, the unit was clean. Great communication with the property manager. Will def recommend and will stay again."
United States
tri j.
The price is HK$739
HK$2,680 total
includes taxes & fees
14 Dec - 15 Dec
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Fridge, microwave, oven, stovetop
Fabulous Apartment near Disney

Fabulous Apartment near Disney

Royal Palm Bay
8.8 out of 10, Excellent, (13)
"Clean apartment, convenient to everything. Enjoyed our stay."
United States
Elizabeth L.
The price is HK$740
HK$2,820 total
includes taxes & fees
7 Dec - 8 Dec
Fabulous Apartment near Disney
Pool
Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun!

Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun!

2.0 star property
Reunion
10.0 out of 10, Exceptional, (3)
"Modern and clean with excellent amenities. Perfectly located for exploring the area."
Brazil
Gabriel L.
The price is HK$822
HK$3,967 total
includes taxes & fees
8 Dec - 9 Dec
Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun!
Outdoor pool, a heated pool
Comfortable Family Disney Universal Orlando

Comfortable Family Disney Universal Orlando

Kissimmee
10.0 out of 10, Exceptional, (1)
The price is HK$771
HK$1,760 total
includes taxes & fees
9 Dec - 10 Dec
Comfortable Family Disney Universal Orlando
Exterior
The Exclusive Tatman Evergreen Suite

The Exclusive Tatman Evergreen Suite

Lake Alfred
10.0 out of 10, Exceptional, (14)
"Cute little place, clean nice"
United States
Steve R.
The price is HK$483
HK$697 total
includes taxes & fees
8 Dec - 9 Dec
The Exclusive Tatman Evergreen Suite
Fridge, microwave, stovetop, coffee/tea maker
Cozy studio in enjoyable Lakeland with AC, WiFi

Cozy studio in enjoyable Lakeland with AC, WiFi

2.0 star property
Lakeland Highlands
9.8 out of 10, Exceptional, (8)
"Excellent place to stay! "
United States
Macy H.
The price is HK$521
HK$1,176 total
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy studio in enjoyable Lakeland with AC, WiFi
In-room dining
LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY

3.5 star property
Kissimmee
8.0 out of 10, Very good, (4)
"We liked the friendliness of the folks around us. Once we got used to the the streets and how they changed names we were able to navigate around without trouble. At first though we got lost quite often. There weren't enough towels and wash cloths and the kitchen faucet had a broken faucet nut which we had to fix ourselves a couple of times. Other than that it was a most comfortable abode and we are glad that we rented it. "
United States
Edward
LOVELY LUXURY APARTMENT CLOSE DISNEY
1 bedroom, free WiFi, bed sheets
Charming 1-bedroom apartment in wonderful Lakeland with AC

Charming 1-bedroom apartment in wonderful Lakeland with AC

Lakeland
10.0 out of 10, Exceptional, (1)
The price is HK$506
HK$809 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 1-bedroom apartment in wonderful Lakeland with AC
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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Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Amazing guest amazing views wonderful place to live at very clean rooms "
Markeisha 2-night trip
Posted 20 hours ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Apartments information

Number of reviews
119
Accommodation
1885 Apartments
Lowest Price
HK$697
Highest Price
HK$3,967

Frequently asked questions

What's it like to stay at an apartment in Winter Haven?
You can search through 14 apartments in Winter Haven for your stay. Why not take time to enjoy the scenic lakeside or seek out the top-notch restaurants? Favourite places to discover during your visit include LEGOLAND® Florida.
How do you know if an apartment is the best choice for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's the top apartment for a stay in Winter Haven?
Here are some of the more popular apartments in the area to choose from: Champions Gate condos by UNE: Located in Four Corners , 18.1 mi/29.1 km from the heart of Winter Haven. Includes free WiFi, a balcony and a dining area . Free parking and on-site laundry facilities are on site . Fits 7+, Near Disney, Newly renovated, On resort property: Located 21.2 mi/34 km away in Four Corners . A balcony and a Smart TV are included . On-site laundry facilities and an outdoor pool are on site . Near Disney Universal Orlando First Floor Condo: Located in Kissimmee , 25.1 mi/40.4 km away. Includes a Smart TV . A fitness centre and on-site laundry facilities are on site . Magical Harry Potter Themed Condo: 22.5 mi/36.2 km away in Kissimmee . A Magical Location For Your Perfect Vacation!: Located in Four Corners , 21.3 mi/34.3 km from Winter Haven. Includes free WiFi, a furnished balcony and a Smart TV . A fitness centre and on-site laundry facilities are on site .
How many apartments will I find in Winter Haven?
Expedia has 14 apartments to book in Winter Haven.
What will the weather be like in Winter Haven?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winter Haven. The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.
What should I see and do in Winter Haven?
People visiting Winter Haven come for its restaurants and lakeside setting. Family-friendly attractions include LEGOLAND® Florida and Peppa Pig Theme Park Florida, whereas The Circle B Bar Reserve and Inman Park are a couple of great spots to enjoy the outdoors. Theatre Winter Haven and Chain of Lakes Park are other places to visit while you're in town.
What's the best way to get to and around Winter Haven?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) away from the heart of the city. Otherwise, you can search for flights to Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you want to explore the larger area, hop on a train at Winter Haven Station.

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