Apartments in Winter Haven for Rent

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Winter Haven apartments

Outdoor dining

⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance

⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"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 ￥16,414
￥21,557 total
includes taxes & fees
Jan 20 - Jan 21
⭐️NEAR LEGOLAND+GREAT VALUE⭐️ Cozy Cove Stay 1b1b APT, with PRIVATE entrance
Exterior detail

Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (8 reviews)
"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 ￥9,991
￥19,690 total
includes taxes & fees
Jan 28 - Jan 29
Tiny Paradise
Interior

The Unique cozy studio

The Unique cozy studio
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is ￥12,687
￥29,022 total
includes taxes & fees
Jan 19 - Jan 20
The Unique cozy studio
Microwave

Cozy 1-Bedroom Retreat Near Downtown & Legoland

Cozy 1-Bedroom Retreat Near Downtown & Legoland
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥20,300
￥27,684 total
includes taxes & fees
Feb 14 - Feb 15
Cozy 1-Bedroom Retreat Near Downtown & Legoland
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 ￥13,480
￥22,970 total
includes taxes & fees
Jan 31 - Feb 1
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
Outdoor dining

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 ￥24,407
￥57,183 total
includes taxes & fees
Jan 29 - Jan 30
Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!
Smart TV, DVD player, books

Family-Friendly Home near Disney and Swimming Pool

Family-Friendly Home near Disney and Swimming Pool
Kissimmee
9.8 out of 10, Exceptional, (20 reviews)
"Great place to stay, I would do it again."
United States
Jason B.
The price is ￥14,067
￥46,399 total
includes taxes & fees
Jan 19 - Jan 20
Family-Friendly Home near Disney and Swimming Pool
Exterior detail

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 review)
The price is ￥10,278
￥16,445 total
includes taxes & fees
Jan 19 - Jan 20
Charming 1-bedroom apartment in wonderful Lakeland with AC
Outdoor pool, a heated pool

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, (4 reviews)
"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 ￥11,997
￥31,505 total
includes taxes & fees
Jan 19 - Jan 20
Near Disney Universal Orlando First Floor Condo
Fridge, microwave, oven, stovetop

Studio 3 !

Studio 3 !
South Lake Morton
9.6 out of 10, Exceptional, (18 reviews)
"Perfect space for a solo trip for a conference at Florida Southern. Clean, continent, and safe."
United States
Katherine F.
The price is ￥9,263
￥27,577 total
includes taxes & fees
Jan 21 - Jan 22
Studio 3 !
Terrace/patio

Charming studio in lovely Lakeland with AC

Charming studio in lovely Lakeland with AC
2.0 star property
Lakeland
10.0 out of 10, Exceptional, (1 review)
"This place was so clean and perfect! Loved it! We would definitely stay here again!"
United States
Timothy S.
The price is ￥13,480
￥16,652 total
includes taxes & fees
Jan 26 - Jan 27
Charming studio in lovely Lakeland with AC
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 reviews)
"Excellent farm property in an unexpected location. Great hosts and great location with farm animals. "
United States
Leonid
The price is ￥24,264
￥34,788 total
includes taxes & fees
Jan 18 - Jan 19
Adorable private 1-bedroom studio on mini-farm.
Fridge, microwave, oven, stovetop

Fabulous Apartment near Disney

Fabulous Apartment near Disney
Royal Palm Bay
8.8 out of 10, Excellent, (13 reviews)
"Clean apartment, convenient to everything. Enjoyed our stay."
United States
Elizabeth L.
The price is ￥13,480
￥55,326 total
includes taxes & fees
Jan 19 - Jan 20
Fabulous Apartment near Disney
Interior

Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland

Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
2.0 star property
Lakeland
9.6 out of 10, Exceptional, (5 reviews)
"I enjoyed the property. It was clean and had everything I needed. I liked the security lights that came on as I walked the little path from the front parking to the side entrance. Quiet area and neighbors. A good stay. "
United States
Tim R.
The price is ￥12,808
￥28,133 total
includes taxes & fees
Jan 18 - Jan 19
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 reviews)
"Nice quiet and clean "
United States
Kerry T.
The price is ￥12,132
￥25,642 total
includes taxes & fees
Jan 25 - Jan 26
Cozy studio in enjoyable Lakeland with AC, WiFi
Dining

Studio petite

Studio petite
South Lake Morton
9.6 out of 10, Exceptional, (38 reviews)
"Designated parking spot, well lit entrance, exceptionally clean"
United States
Amanda F.
The price is ￥10,292
￥28,731 total
includes taxes & fees
Jan 31 - Feb 1
Studio petite
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 reviews)
"John and Yan were great hosts. Thoroughly enjoyed our stay!"
United States
Elaine G.
The price is ￥16,422
￥33,269 total
includes taxes & fees
Jan 19 - Jan 20
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
Property grounds

Private Studio Suite

Private Studio Suite
Lakeland
10.0 out of 10, Exceptional, (13 reviews)
"Quiet & private. Easy check-in, convenient to town & clean. "
United States
Leena T.
The price is ￥7,279
￥20,206 total
includes taxes & fees
Jan 18 - Jan 19
Private Studio Suite
1 bedroom, bed sheets

THE SIGNATURE ORANGE GROVE SUITE

THE SIGNATURE ORANGE GROVE SUITE
Lake Alfred
9.6 out of 10, Exceptional, (8 reviews)
"Room was super clean Had a fridge with drinks and snacks which most places do not have Owners were very friendly and ready to help with anything you need"
United States
Dave J.
The price is ￥11,418
￥15,960 total
includes taxes & fees
Jan 25 - Jan 26
THE SIGNATURE ORANGE GROVE SUITE
Outdoor pool, a heated pool

Comfortable Family Disney Universal Orlando

Comfortable Family Disney Universal Orlando
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ￥13,345
￥33,353 total
includes taxes & fees
Jan 18 - Jan 19
Comfortable Family Disney Universal Orlando
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"Nice place Located near restaurants and shops walking distance to water park "
Joseph 2-night trip
Posted 14 hours ago
Margaritaville Resort Orlando

Find out more about Winter Haven

Winter Haven Apartments information

Number of reviews
150
Accommodation
1885 Apartments
Lowest Price
￥15,960
Highest Price
￥57,183

Frequently asked questions

What's it like to stay at an apartment in Winter Haven?
You can search through 13 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?
Below are some of the top apartments in the area to choose from: Champions Gate condos by UNE: Located 18.1 mi/29.1 km away in Four Corners. Free WiFi, private balconies, and separate dining areas are included. Free parking and onsite laundry facilities are on site. Reunion Resort Condo w/ Pools - Near Disney!: Located in Kissimmee, 19.3 mi/31 km away. Includes private balconies. Free parking and an outdoor pool are on site. Magical Harry Potter Themed Condo: 22.5 mi/36.2 km away in Kissimmee. Near Disney Universal Orlando First Floor Condo: Located in Kissimmee, 25.1 mi/40.4 km from Winter Haven. Includes Smart TVs. A fitness center and onsite laundry facilities are on site.
How many apartments are there in Winter Haven?
Expedia has 13 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 Indigo's Family Fun Center, whereas The Circle B Bar Reserve and Rotary 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.