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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
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.
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 AED 419
AED 993 total
includes taxes & fees
15 Jul - 16 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 AED 149
AED 446 total
includes taxes & fees
17 Jul - 18 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 AED 281
AED 594 total
includes taxes & fees
19 Jul - 20 Jul
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 AED 248
AED 475 total
includes taxes & fees
12 Jul - 13 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 AED 209
AED 575 total
includes taxes & fees
21 Jul - 22 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 AED 264
AED 370 total
includes taxes & fees
12 Jul - 13 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 AED 394
AED 939 total
includes taxes & fees
15 Jul - 16 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 AED 198
AED 522 total
includes taxes & fees
12 Jul - 13 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 AED 290
AED 645 total
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.
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 AED 433
AED 1,007 total
includes taxes & fees
3 Aug - 4 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.
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)
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 AED 246
AED 1,134 total
includes taxes & fees
12 Jul - 13 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.
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
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 AED 327
AED 1,236 total
includes taxes & fees
12 Jul - 13 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
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 AED 239
AED 423 total
includes taxes & fees
8 Aug - 9 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 Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"This is a great resort. The only problem was it’s so large you can get lost. I think if they put more signs showing where the Villas are according to the number it could save a lot of time. The two bedroom villas are beautiful, clean and enough space for a 5 people. The kitchen is equipped with everything you need. The full size washer and dryer was perfect. They even provided laundry detergent. ( I did have my own but it was nice to see it there). This is a great resort close to shops and restaurants. I would stay here again if I come back to Florida. Great place to stay."
Karen 2-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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: 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 Apartments Lakeland Near Winston: Located 17.8 mi/28.6 km away in Lakeland. Laundry facilities, free WiFi, and Smart TVs are included. Free parking and a fitness center 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 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 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.