Apartments in Winter Haven for Rent

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In two weeks
Dec 26 - Dec 28
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Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Winter Haven apartments

Smart TV
⭐️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)
"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
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
$113 nightly
The price is $124
Dec 10 - Dec 11
Total with taxes and fees
Tiny Paradise
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)
$158 nightly
The price is $175
Dec 11 - Dec 12
Total with taxes and fees
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.
$171 nightly
The price is $184
Dec 28 - Dec 29
Total with taxes and fees
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
$127 nightly
The price is $145
Dec 31 - Jan 1, 2026
Total with taxes and fees
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
$347 nightly
The price is $384
Jan 1 - Jan 2, 2026
Total with taxes and fees
Serene, Cozy, Lakefront Home with Jacuzzi/hot tub and covered porch on the Lake!
2 bedrooms, iron/ironing board, travel crib, free WiFi
Two Bedroom Home in Beautiful downtown Lakeland

Two Bedroom Home in Beautiful downtown Lakeland

South Lake Morton
9.8 out of 10, Exceptional, (16)
"Great location and a short walk to downtown "
United States
Mark S.
$200 nightly
The price is $221
Dec 10 - Dec 11
Total with taxes and fees
Two Bedroom Home in Beautiful downtown Lakeland
2 outdoor pools
Champions Gate condos by UNE

Champions Gate condos by UNE

4.0 star property
Champions Gate
8.8 out of 10, Excellent, (53)
"Home and owners were amazing. We would definitely stay again if need. Great for soccer families as there is a little field right across the street. "
United States
Melissa
$278 nightly
The price is $315
Dec 10 - Dec 11
Total with taxes and fees
Champions Gate condos by UNE
Sport 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.
$205 nightly
The price is $230
Dec 10 - Dec 11
Total with taxes and fees
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.
$190 nightly
The price is $210
Dec 10 - Dec 11
Total with taxes and fees
Legoland / Disney Private 2 Bedroom Kitchen and Bath Studio with Lake view
Outdoor pool, a heated pool
Comfortable Family Disney Universal Orlando

Comfortable Family Disney Universal Orlando

Kissimmee
10.0 out of 10, Exceptional, (1)
$150 nightly
The price is $168
Dec 10 - Dec 11
Total with taxes and fees
Comfortable Family Disney Universal Orlando
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.
$296 nightly
The price is $331
Dec 10 - Dec 11
Total with taxes and fees
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Indoor pool, a heated pool
Hotel Apt at Celebration 10 min from Disney

Hotel Apt at Celebration 10 min from Disney

Celebration
10.0 out of 10, Exceptional, (1)
"The property was exactly as listed. It is in a great location, with a lots of options for food; spacious and clean. Plenty of parking spaces available at all times. Maria, the host, was responsive and the check-out process was smooth and easy."
United States
O p.
$335 nightly
The price is $345
Dec 10 - Dec 11
Total with taxes and fees
Hotel Apt at Celebration 10 min from Disney
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.
$150 nightly
The price is $168
Dec 10 - Dec 11
Total with taxes and fees
Near Disney Universal Orlando First Floor Condo
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.
$312 nightly
The price is $349
Dec 10 - Dec 11
Total with taxes and fees
Fabulous Apartment near Disney
Pool
Renewed Disney Family Condo Universal Orlando

Renewed Disney Family Condo Universal Orlando

Kissimme
10.0 out of 10, Exceptional, (2)
"Family friendly, safe, nice pool, close access to highway. Great host."
United States
Andy Y.
$150 nightly
The price is $168
Dec 10 - Dec 11
Total with taxes and fees
Renewed Disney Family Condo Universal Orlando
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)
$95 nightly
The price is $104
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming 1-bedroom apartment in wonderful Lakeland with AC
Apartment | 3 bedrooms, Internet
Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8

2.0 star property
Winter Garden
$288 nightly
The price is $325
Dec 14 - Dec 15
Total with taxes and fees
Upstay Condo w Pool Sauna Sleeps 8
Family Apartment | 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
$276 nightly
The price is $314
Dec 10 - Dec 11
Total with taxes and fees
LOVELY LUXURY APARTMENT CLOSE DISNEY
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.
$82 nightly
The price is $90
Dec 10 - Dec 11
Total with taxes and fees
The Exclusive Tatman Evergreen Suite
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

Silver Lake Resort

Silver Lake Resort

10/10 Excellent
"Best"
yadullah hyder 1-night trip
Posted 15 hours ago
Silver Lake Resort

Find out more about Winter Haven

Winter Haven Apartments information

Number of reviews
150
Accommodation
1885 Apartments
Lowest Price
$90
Highest Price
$384

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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