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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Winter Haven apartments

Exterior detail

Tiny Paradise

Tiny Paradise
Winter Haven
9.6 out of 10, Exceptional, (14 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 £100
includes taxes & fees
9 Aug - 10 Aug
Tiny Paradise
3 bedrooms, Internet

Upstay - Condo w Hot Tub and Pool - Near Disney

Upstay - Condo w Hot Tub and Pool - Near Disney
2.0 star property
Winter Garden
The price is £201
includes taxes & fees
14 Jul - 15 Jul
Upstay - Condo w Hot Tub and Pool - Near Disney
Property grounds

Private Studio Suite

Private Studio Suite
Lakeland
9.6 out of 10, Exceptional, (17 reviews)
"Great place! Stayed for two weeks and it was totally worth it for the enclosed back yard! My pooch loved it! Clean with a good size bathroom. Would totally stay again. "
United States
Candy D.
The price is £94
includes taxes & fees
12 Jul - 13 Jul
Private Studio Suite
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
Lakeland Highlands
10.0 out of 10, Exceptional, (12 reviews)
"Everything was clean and nice."
United States
Sienna O.
The price is £131
includes taxes & fees
9 Aug - 10 Aug
Cozy studio in enjoyable Lakeland with AC, WiFi
Interior

Cozy 1 bedroom studio in Davenport near Disney

Cozy 1 bedroom studio in Davenport near Disney
Davenport
9.2 out of 10, Wonderful, (11 reviews)
"Very cute place, nice amenities and the hosts were so sweet! They even made us cookies. Definitely a great cute spot near Disney. "
United States
Carson B.
The price is £99
includes taxes & fees
13 Jul - 14 Jul
Cozy 1 bedroom studio in Davenport near Disney
Microwave, oven, stovetop

Peaceful 1-Bedroom Retreat in Lakeland

Peaceful 1-Bedroom Retreat in Lakeland
Lakeland
8.8 out of 10, Excellent, (6 reviews)
"Beautiful little establishment; fantastic rental!!"
United States
Brandyn {Nyn} P.
The price is £120
includes taxes & fees
14 Jul - 15 Jul
Peaceful 1-Bedroom Retreat in Lakeland
Interior

THE SIGNATURE ORANGE GROVE KING SUITE

THE SIGNATURE ORANGE GROVE KING SUITE
Lake Alfred
9.8 out of 10, Exceptional, (21 reviews)
"This is a beautiful place to stay had a great time and would definitely book again"
United States
Brent F.
The price is £78
includes taxes & fees
24 Jul - 25 Jul
THE SIGNATURE ORANGE GROVE KING SUITE
Lounge

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (8 reviews)
"Would stay again and so should you! "
United States
katie
The price is £188
includes taxes & fees
14 Jul - 15 Jul
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Dining

Charming Suite In The Heart Of Lakeland

Charming Suite In The Heart Of Lakeland
Lakeland
9.0 out of 10, Wonderful, (77 reviews)
"It worked out great for us. It’s near restaurants, shopping, historic downtown and parks. It was provided with refrigerator and microwave and coffee maker. It meant our needs at a great price."
United States
Mark
The price is £109
includes taxes & fees
11 Jul - 12 Jul
Charming Suite In The Heart Of Lakeland
TV

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 £134
includes taxes & fees
12 Jul - 13 Jul
Beautiful 1-bedroom apartment with AC in fabulous Lakeland
Terrace/patio

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, (4 reviews)
"This place was so clean and perfect! Loved it! We would definitely stay here again!"
United States
Timothy S.
The price is £88
includes taxes & fees
24 Jul - 25 Jul
Blue Dream Sunrise "Your Journey, Our Passion" Cozy retreat in lovely Lakeland
3 bedrooms, Internet

Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
2.0 star property
Winter Garden
The price is £200
includes taxes & fees
4 Aug - 5 Aug
Upstay - Condo Near Disney w Pool Hot tub Sauna
Fridge, microwave, stovetop, coffee/tea maker

Relaxing Wilson Tiny house

Relaxing Wilson Tiny house
Lakeland
10.0 out of 10, Exceptional, (12 reviews)
"Very cute place, would stay again. "
United States
DeAnna H.
The price is £88
includes taxes & fees
13 Jul - 14 Jul
Relaxing Wilson Tiny house
Interior

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

Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
Lakeland
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and inviting place. The hosts are great people and always make sure guests are happy. Highly recommend "
United States
Jade E.
The price is £136
includes taxes & fees
24 Jul - 25 Jul
Charming 1-bedroom apartment with AC, WiFi in enchanting Lakeland
Apartment (3 Bedrooms) | Interior

Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (1 review)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is £229
includes taxes & fees
13 Jul - 14 Jul
Vista Grande - Resort&spa - 15 Min to Disney!
Dining

Two bedrooms Home Duplex in Historic Downtown lakeland

Two bedrooms Home Duplex in Historic Downtown lakeland
South Lake Morton
8.4 out of 10, Very good, (17 reviews)
"First and foremost the owner Edgar communicated really well with us and we felt comfortable that any issues would be dealt with promptly. Thr place itself is not exactly luxury but the beds were comfortable, and everything was clean. It was a short walk to a beautiful lake with all kinds of birds and a really nice little restaurant, "the peach cafe" and ice cream. One warning I would have is the bedroom doorways are not high and very tall people may hit their head but its a small thing.Thanks...
Canada
Jason S.
The price is £183
includes taxes & fees
21 Jul - 22 Jul
Two bedrooms Home Duplex in Historic Downtown lakeland
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming guesthouse B 1-bedroom in North Lakeland with full kitchen, WiFi, AC

Charming guesthouse B 1-bedroom in North Lakeland with full kitchen, WiFi, AC
Lakeland
10.0 out of 10, Exceptional, (4 reviews)
"Very nice and very clean. Great location and convenient. Very roomy with nice amenities. Would stay there again."
United States
Leon
The price is £132
includes taxes & fees
7 Aug - 8 Aug
Charming guesthouse B 1-bedroom in North Lakeland with full kitchen, WiFi, AC
Dining

BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY

BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Kissimmee
8.8 out of 10, Excellent, (6 reviews)
"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.
The price is £250
includes taxes & fees
24 Jul - 25 Jul
BEAUTIFUL LUXURY APARTMENT CLOSE DISNEY
Pool

Disneys Hot Tub & Themed Home! Only mins to Disney

Disneys Hot Tub & Themed Home! Only mins to Disney
Kissimmee
The price is £249
includes taxes & fees
11 Jul - 12 Jul
Disneys Hot Tub & Themed Home! Only mins to Disney
Pool

Darling Suite/Studio

Darling Suite/Studio
Lakeland
10.0 out of 10, Exceptional, (4 reviews)
"Very comfortable studio with everything you could ask for with amenities. We felt very thankful to stay here. "
United States
Jennifer B.
The price is £89
includes taxes & fees
7 Aug - 8 Aug
Darling Suite/Studio
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"El staff, limpieza, ubicación, atención fue excelente, lo recomiendo 100%."
Karla 7-night trip
Posted 4 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Winter Haven

Winter Haven Apartments information

Number of reviews
210
Accommodation
2032 Apartments
Lowest Price
£78
Highest Price
£250

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? 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?
Below are some of the more popular 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, a balcony and a dining area are included . Free parking and a fitness centre 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 a Smart TV . Free parking and a fitness centre are on site . Landing Apartments Lakeland Near Winston: Located 17.8 mi/28.6 km away in Lakeland . A washer/dryer, free WiFi and a Smart TV are included . Free parking and a fitness centre are on site . C4 Family Vacation close to Disney Theme Park: It's situated in Kissimmee , 22.5 mi/36.2 km from Winter Haven.
How many apartments will I find in Winter Haven?
Expedia has 6 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.