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Check prices for these dates

Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Apartments in Winter Haven and around

Modern Studio Escape 10min to Legoland
Apartment

Modern Studio Escape 10min to Legoland

2.0 star property
Modern Studio Escape 10min to Legoland
The Unique cozy studio
Property grounds

The Unique cozy studio

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
The Unique cozy studio
Cozy Grand Room 1-bedroom apartment with WiFi, AC in charming Winter Haven
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
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Smart TV

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

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!"
🏖️⭐️GREAT VALUE ⭐️near Legoland🏖️Clean and cozy waterfront apt
Paradise! Jacuzzi + Firepit + Games + Near Disney!
Interior

Paradise! Jacuzzi + Firepit + Games + Near Disney!

Paradise! Jacuzzi + Firepit + Games + Near Disney!
Cozy studio in Kissimmee
Exterior

Cozy studio in Kissimmee

10.0 out of 10, Exceptional, (1)
"It was a quick overnight stay before our flight. You are in the middle of the quiet neighborhood. However, the coffee shop is just a drive away, and the beach is nearby."
The price is €117
includes taxes & fees
23 Jul - 24 Jul
Cozy studio in Kissimmee
Fabulous Apartment near Disney
Fridge, microwave, oven, stovetop

Fabulous Apartment near Disney

9.0 out of 10, Wonderful, (12)
"excellent"
Fabulous Apartment near Disney
Discover Orlando charm, just a short drive to Disney
Sports court

Discover Orlando charm, just a short drive to Disney

10.0 out of 10, Exceptional, (19)
"Great place to stay, I would do it again."
Discover Orlando charm, just a short drive to Disney
Newly Renovated Luxury 2BR Apartment 15 Min to Disney—Pool, Gym, Sleeps 6
Property grounds

Newly Renovated Luxury 2BR Apartment 15 Min to Disney—Pool, Gym, Sleeps 6

2.0 star property
Newly Renovated Luxury 2BR Apartment 15 Min to Disney—Pool, Gym, Sleeps 6
Lovely Luxury Apartment Very Close to Disney
Fridge, microwave, oven, stovetop

Lovely Luxury Apartment Very Close to Disney

7.6 out of 10, Good, (5)
"Very nice, clean and spacious. Nice pool and nice community of people in this complex. Very much enjoyed our stay."
Lovely Luxury Apartment Very Close to Disney
Grand Superior 3/2 Very Close Disney
Smart TV

Grand Superior 3/2 Very Close Disney

10.0 out of 10, Exceptional, (2)
"It was just me staying in the place, but it would’ve been perfect for a family. Two extra bedrooms done in Disney style. Very cute. Everything I needed was there, the kitchen was set up and even an iron and ironing board. The place was redone and looks nice. Good location. The host was very helpful."
Grand Superior 3/2 Very Close Disney
Elegant and luxurious Apartment near Disney
Smart TV

Elegant and luxurious Apartment near Disney

8.0 out of 10, Very good, (1)
Elegant and luxurious Apartment near Disney
LOVELY LUXURY APARTMENT CLOSE DISNEY
Exterior

LOVELY LUXURY APARTMENT CLOSE DISNEY

3.5 star property
8.8 out of 10, Excellent, (3)
"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. "
LOVELY LUXURY APARTMENT CLOSE DISNEY
Beautiful Luxury Apartment - Close to Disney
Family Apartment | Living area

Beautiful Luxury Apartment - Close to Disney

3.0 star property
Beautiful Luxury Apartment - Close to Disney
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Smart TV

BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY

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."
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Enjoy Disney 3BRs at Villas of Somerset
Pool

Enjoy Disney 3BRs at Villas of Somerset

2.0 out of 10, (1)
"Area is bad, property is old, pool is gross, roach poop, live & dead roaches daily inside & the people there are not good. Homeless begging non stop, above/upstairs is rented out short term as well so very loud at night. No peace & never felt safe."
The price is €324
includes taxes & fees
14 Jul - 15 Jul
Enjoy Disney 3BRs at Villas of Somerset
Charming 1 bedroom apartment 10 min from Disney
Aerial view

Charming 1 bedroom apartment 10 min from Disney

10.0 out of 10, Exceptional, (1)
"Condo was as advertised. Host was very responsive and even helped when we had issues that were not condo related."
Charming 1 bedroom apartment 10 min from Disney
First Floor Disney Family Universal Orlando Condo
Terrace/patio

First Floor Disney Family Universal Orlando Condo

10.0 out of 10, Exceptional, (1)
"Great location ,very clean, comfortable , amenities were nice , location is perfect if your going to disney "
The price is €151
includes taxes & fees
9 Jul - 10 Jul
First Floor Disney Family Universal Orlando Condo
Near Disney Universal Orlando First Floor Condo
Smart TV

Near Disney Universal Orlando First Floor Condo

2.0 star property
The price is €151
includes taxes & fees
15 Jul - 16 Jul
Near Disney Universal Orlando First Floor Condo
Disney Universal Orlando Family
Outdoor pool, a heated pool

Disney Universal Orlando Family

8.4 out of 10, Very good, (5)
"We had a flag football tournament at Disney and this was the perfect size and location for us. It was short 10 minute trip to the field and even closer to restaraunts. Super cute and cozy on the inside but still enough room to spread out for the 4 of us. Loved it and would book again in the future. "
The price is €150
includes taxes & fees
13 Jul - 14 Jul
Disney Universal Orlando Family
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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Frequently asked questions

What's it like to stay at an apartment in Winter Haven?
You can search through 29 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 favourite 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 . Magical Harry Potter Themed Condo: Located 22.5 mi/36.2 km away in Kissimmee . < 2 Mi to WDW Attractions: Luxe Family Getaway!: Located in Kissimmee , 23.7 mi/38.1 km away. Includes a balcony . Access to an outdoor pool is available on site . A Magical Location For Your Perfect Vacation!: Located 21.3 mi/34.3 km away in Four Corners . Free WiFi, a furnished balcony and a Smart TV are included . A fitness centre and on-site laundry facilities are on site . C5 Dream Disney Family Vacation 2 miles to Disney: Located in Kissimmee , 22.5 mi/36.2 km from Winter Haven. Includes free WiFi and a Smart TV . On-site laundry facilities and an outdoor pool are on site .
How many apartments will I find in Winter Haven?
Expedia has 29 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 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 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.