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12 Dec - 14 Dec
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30 Jan - 1 Feb

Apartments in Winter Haven

1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Paradise

Apartment in 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
Tiny Paradise
Smart TV
⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance

Apartment in Winter Haven

10.0 out of 10, Exceptional, (3)
"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.
⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance
Smart TV
Cozy 1-Bedroom Retreat Near Downtown & Legoland

Apartment in Winter Haven

10.0 out of 10, Exceptional, (2)
The price is SAR 480
SAR 655 total
includes taxes & fees
7 Jan - 8 January 2026
Cozy 1-Bedroom Retreat Near Downtown & Legoland
Property grounds
The Unique cozy studio

Apartment in Winter Haven

2.0 star property
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 SAR 300
SAR 691 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

Apartment in Winter Haven

The price is SAR 319
SAR 544 total
includes taxes & fees
31 Dec - 1 January 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!

Apartment in Winter Haven

The price is SAR 642
SAR 1,440 total
includes taxes & fees
1 Jan - 2 January 2026
Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!
Sport court
Family-Friendly Home near Disney and Swimming Pool

Apartment in Kissimmee

9.8 out of 10, Exceptional, (20)
"Great place to stay, I would do it again."
United States
Jason B.
Family-Friendly Home near Disney and Swimming Pool
Outdoor pool
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view

Apartment in 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 SAR 389
SAR 795 total
includes taxes & fees
10 Dec - 11 Dec
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
Pool
Luxury 3BR at Reunion Resort • Near Disney!

Apartment in Reunion

2.0 star property
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 SAR 368
SAR 1,695 total
includes taxes & fees
21 Dec - 22 Dec
Luxury 3BR at Reunion Resort • Near Disney!
Smart TV
Near Disney Universal Orlando First Floor Condo

Apartment in Kissimmee

2.0 star property
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 SAR 252
SAR 702 total
includes taxes & fees
9 Dec - 10 Dec
Near Disney Universal Orlando First Floor Condo
2 bedrooms, iron/ironing board, travel crib, free WiFi
Two Bedroom Home in Beautiful downtown Lakeland

Apartment in South Lake Morton

9.8 out of 10, Exceptional, (16)
"Great location and a short walk to downtown "
United States
Mark S.
The price is SAR 331
SAR 831 total
includes taxes & fees
9 Dec - 10 Dec
Two Bedroom Home in Beautiful downtown Lakeland
Fridge, microwave, oven, stovetop
Fabulous Apartment near Disney

Apartment in Royal Palm Bay

8.8 out of 10, Excellent, (13)
"Clean apartment, convenient to everything. Enjoyed our stay."
United States
Elizabeth L.
Fabulous Apartment near Disney
Smart TV
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY

Apartment in 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.
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Beach
Adorable private 1-bedroom studio on mini-farm.

Apartment in 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 SAR 574
SAR 831 total
includes taxes & fees
9 Dec - 10 Dec
Adorable private 1-bedroom studio on mini-farm.
Pool
Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun!

Apartment in Reunion

2.0 star property
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 SAR 312
SAR 1,814 total
includes taxes & fees
9 Dec - 10 Dec
Modern 5BR Retreat Minutes from Disney – Pool & Billiards Fun!
Exterior
The Exclusive Tatman Evergreen Suite

Apartment in Lake Alfred

10.0 out of 10, Exceptional, (14)
"Cute little place, clean nice"
United States
Steve R.
The price is SAR 233
SAR 336 total
includes taxes & fees
9 Dec - 10 Dec
The Exclusive Tatman Evergreen Suite
Fridge, microwave, stovetop, coffee/tea maker
Cozy studio in enjoyable Lakeland with AC, WiFi

Apartment in Lakeland Highlands

2.0 star property
9.8 out of 10, Exceptional, (8)
"Excellent place to stay! "
United States
Macy H.
The price is SAR 251
SAR 567 total
includes taxes & fees
1 Jan - 2 January 2026
Cozy studio in enjoyable Lakeland with AC, WiFi
1 bedroom, free WiFi, bed sheets
Charming 1-bedroom apartment in wonderful Lakeland with AC

Apartment in Lakeland

10.0 out of 10, Exceptional, (1)
The price is SAR 244
SAR 390 total
includes taxes & fees
1 Jan - 2 January 2026
Charming 1-bedroom apartment in wonderful Lakeland with AC
Terrace/patio
Private Studio Suite

Apartment in Lakeland

10.0 out of 10, Exceptional, (13)
"Quiet & private. Easy check-in, convenient to town & clean. "
United States
Leena T.
The price is SAR 203
SAR 512 total
includes taxes & fees
6 Jan - 7 January 2026
Private Studio Suite
Family Apartment | In-room dining
LOVELY LUXURY APARTMENT CLOSE DISNEY

Apartment in Kissimmee

3.5 star property
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
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Very clean . Nice staff "
Jevaughn 3-night trip
Posted 9 hours ago
Hilton Vacation Club Aqua Sol Orlando West

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? Favorite places to explore include LEGOLAND® Florida.
How do you know if an apartment is a good option 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 who want a more local feel, and also for families wanting the conveniences of home.
What's the top apartment for a stay in Winter Haven?
Listed below are some of the top 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, private balconies, and separate dining areas. Free parking and onsite laundry facilities are on site. Fits 7+, Near Disney, Newly renovated, On resort property: Located 21.2 mi/34 km away in Four Corners. Private balconies and Smart TVs are included. Onsite 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 Smart TVs. A fitness center and onsite 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, furnished balconies, and Smart TVs. A fitness center and onsite laundry facilities are on site.
How many apartments are there in Winter Haven?
Expedia has 14 apartments to book in Winter Haven.
What will the weather be like during my trip to 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 temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches 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 make your trip smoother when you get to your destination. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) 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. To venture out into the surrounding area, hop aboard a train at Winter Haven Station.

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