A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Search Apartments in Winter Haven

  • 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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winter Haven apartments

A building with a red door, numbered 132C, and a small porch area with a metal stool and a green bucket with a wooden stick.

1. Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (16 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
The price is AED 268
AED 477 total
includes taxes & fees
13 Oct - 14 Oct
Tiny Paradise
A bedroom with a bed, bedside tables, a ceiling fan, a door with a window, and a view of a balcony.

2. View Private Suite near LEGOLAND & Hospital

View Private Suite near LEGOLAND & Hospital
Winter Haven
The price is AED 231
AED 477 total
includes taxes & fees
15 Oct - 16 Oct
View Private Suite near LEGOLAND & Hospital
A compact hotel room with a bed, a sofa, a desk, a kitchenette, and a TV.

3. Private King Suite with W/D near LEGOLAND & Winter Haven Hospital

Private King Suite with W/D near LEGOLAND & Winter Haven Hospital
Winter Haven
8.4 out of 10, Very good, (9 reviews)
"Minor issues with the toilet but it was taken care of immediately. Overall a pleasant stay."
Canada
Mike S.
The price is AED 349
AED 649 total
includes taxes & fees
22 Oct - 23 Oct
Private King Suite with W/D near LEGOLAND & Winter Haven Hospital
A kitchen with white cabinets, a black countertop, a window with blinds, and a light fixture.

4. 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 AED 470
AED 641 total
includes taxes & fees
12 Nov - 13 Nov
Cozy 1-Bedroom Retreat Near Downtown & Legoland
A wooden table and chairs on a deck with a view of a lake and dock area.

5. Serene, Cozy, Lakefront Home with boat dock and Large Screened in porch!

Serene, Cozy, Lakefront Home with boat dock and Large Screened in porch!
Winter Haven
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful property extra clean and host was great. We saved it as one of our favorite places for a quick weekend getaway. We will be back for sure!"
United States
Brian M.
The price is AED 628
AED 1,410 total
includes taxes & fees
19 Oct - 20 Oct
Serene, Cozy, Lakefront Home with boat dock and Large Screened in porch!
A bedroom with a bed, a ceiling fan, a desk, a chair, and a door.

6. THE SIGNATURE ORANGE GROVE KING SUITE

THE SIGNATURE ORANGE GROVE KING SUITE
Lake Alfred
9.6 out of 10, Exceptional, (26 reviews)
"Great place to stay while there on business by myself!"
United States
Don V.
The price is AED 264
AED 411 total
includes taxes & fees
13 Oct - 14 Oct
THE SIGNATURE ORANGE GROVE KING SUITE
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

7. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveler
The price is AED 306
AED 384 total
includes taxes & fees
13 Oct - 14 Oct
Dundee | 2 Queen Bed Nmsk
Living area

8. Beautiful 1-bedroom apartment with AC in fabulous Lakeland

Beautiful 1-bedroom apartment with AC in fabulous Lakeland
Lakeland
10.0 out of 10, Exceptional, (3 reviews)
"This was very convenient for our visit to SEU. It’s one of the better ones we’ve stayed in around the campus. Thank you for a comfortable stay. "
United States
Rawne P.
The price is AED 312
AED 588 total
includes taxes & fees
17 Oct - 18 Oct
Beautiful 1-bedroom apartment with AC in fabulous Lakeland
A hotel room with a bed, a framed picture on the wall, and a view of the outside.

9. King Bed|Non smoking

King Bed|Non smoking
Bartow FL
10.0 out of 10, Exceptional, (120 reviews)
"Location is key when you're busy exploring, it was easy getting back after sightseeing all day!"
United States
Anonymous traveler
The price is AED 335
AED 416 total
includes taxes & fees
17 Oct - 18 Oct
King Bed|Non smoking
A reception area with a check-in counter, two red chairs, and a tiled floor.

10. 2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Bartow FL
10.0 out of 10, Exceptional, (266 reviews)
"Great stay in Bartow."
United States
Anonymous traveler
The price is AED 258
AED 330 total
includes taxes & fees
16 Oct - 17 Oct
2 Full Beds|Non-Smoking
A residential driveway leading to a garage with a white garage door, surrounded by lush greenery and trees.

11. Private Studio Suite

Private Studio Suite
Lakeland
9.6 out of 10, Exceptional, (20 reviews)
"Excellent stay. Would definitely book again."
United States
Heather
The price is AED 149
AED 446 total
includes taxes & fees
13 Oct - 14 Oct
Private Studio Suite
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

12. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is AED 485
AED 1,298 total
includes taxes & fees
13 Oct - 14 Oct
Modern Dundee Townhome Near Lakes & Legoland!
A modern kitchen with stainless steel appliances, a microwave, and a refrigerator.

13. Studio Signature

Studio Signature
Lakeland
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful apartment in a quiet neighborhood, close to my event. Exceptionally clean, comfortable bed, everything I could have possibly needed in the kitchen. Easy check in and out. Highly recommend and I will be booking this property in the future."
United States
Juanita
The price is AED 248
AED 639 total
includes taxes & fees
13 Oct - 14 Oct
Studio Signature
A hotel room with a bed, a TV, a desk, a chair, and a mirror.

14. 2 Full Bed|non smoking

2 Full Bed|non smoking
Bartow FL
10.0 out of 10, Exceptional, (93 reviews)
"Great spot if you're just passing through Bartow or need somewhere simple to stay overnight."
United States
Anonymous traveler
The price is AED 335
AED 416 total
includes taxes & fees
17 Oct - 18 Oct
2 Full Bed|non smoking
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee bar, and a tiled backsplash.

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

Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
Lakeland
9.8 out of 10, Exceptional, (6 reviews)
"Very friendly host."
United States
Sarah V.
The price is AED 298
AED 654 total
includes taxes & fees
13 Oct - 14 Oct
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
A covered outdoor patio area with brick walls, potted plants, and a white fence in the background.

16. Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland

Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
Lakeland
9.6 out of 10, Exceptional, (5 reviews)
"This place was so clean and perfect! Loved it! We would definitely stay here again!"
United States
Timothy S.
The price is AED 332
AED 629 total
includes taxes & fees
13 Oct - 14 Oct
Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
A door with a 'Stay awhile' sign, a doorbell, and a glass door with a frosted pattern.

17. Cozy 1 bedroom studio in Davenport near Disney

Cozy 1 bedroom studio in Davenport near Disney
Davenport
9.2 out of 10, Wonderful, (12 reviews)
"This was an excellent place to stay. It was very charming and the host made sure you had everything you needed. It was very convenient and close to our family. We definitely recommend this location, and would stay again."
United States
Shawn P.
The price is AED 248
AED 475 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 1 bedroom studio in Davenport near Disney
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a microwave.

18. Relaxing Wilson Tiny house

Relaxing Wilson Tiny house
Lakeland
10.0 out of 10, Exceptional, (13 reviews)
"Cute spot and hosts were kind and accommodating"
United States
Heather D.
The price is AED 215
AED 417 total
includes taxes & fees
13 Oct - 14 Oct
Relaxing Wilson Tiny house
A house with a grey door, two exterior wall-mounted lights, and a stone baseboard.

19. Charming 1-bedroom apartment in wonderful Lakeland with AC

Charming 1-bedroom apartment in wonderful Lakeland with AC
Edgewood
9.4 out of 10, Exceptional, (9 reviews)
"Very clean, nice kitchenette area, comfy bed"
United States
amanda
The price is AED 239
AED 382 total
includes taxes & fees
18 Oct - 19 Oct
Charming 1-bedroom apartment in wonderful Lakeland with AC
A modern living room with a TV, bookshelves, a dining area with chairs and a table, and a kitchen with a microwave.

20. Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
8.8 out of 10, Excellent, (80 reviews)
"very nice place"
United States
Benjamin P.
The price is AED 198
AED 522 total
includes taxes & fees
22 Oct - 23 Oct
Charming Suite In The Heart Of Lakeland
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"our second time in this resort everything was good and have fun"
Wallymar 2-night trip
Posted 1 hour ago
Vacation Village Orlando, Celebration

Frequently asked questions

What's it like to stay at an apartment in Winter Haven?
You can search through 6 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: Grand Dream Superior 3BR Penthouse Near Disney: Located in Kissimmee, 25.1 mi/40.5 km from the heart of Winter Haven. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. 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 a fitness center are on site. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes: Located in Kissimmee, 23.9 mi/38.5 km away. Includes free WiFi and Smart TVs. Free parking and a fitness center are on site. Landing Furnished Apartments Kissimmee near Disney Resort: Located 23.2 mi/37.4 km away in Kissimmee. Free WiFi and Smart TVs are included. Free parking and a fitness center are on site. Grand Superior Bay 3BR Condo Near Disney: It's located in Kissimmee, 25.2 mi/40.6 km from Winter Haven. Includes free WiFi and Smart TVs.
How many apartments are there in Winter Haven?
Expedia has 6 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.