Best Serviced Apartments in Winter Haven 2026

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

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Our top choices for Winter Haven apartments

4 bedrooms, iron/ironing board, bed sheets

1. Ld12108 - 4BR Apartment Near Disney

Kissimmee

₹33,565 total

includes taxes & fees

11 Aug - 12 Aug

2. Vacation Home With Resort Pool Mini Golf Access

Festival

₹25,698 total

includes taxes & fees

10 Aug - 11 Aug

3. Upstay Tropical Style Family Condo w Pool

Winter Garden

₹25,412 total

includes taxes & fees

12 Aug - 13 Aug

4. Wh2784-201 - 3BR Condo Resort Access Near Disney

Windsor Hills

₹33,302 total

includes taxes & fees

4 Sept - 5 Sept

5. Upstay Large Family Condo w Pool Sauna

Winter Garden

₹27,851 total

includes taxes & fees

2 Sept - 3 Sept

6. Upstay - Modern Family Apartment w Pool Hot Tub

Winter Garden

₹25,136 total

includes taxes & fees

9 Aug - 10 Aug

7. Upstay - Modern Family Townhome With Pool

Clermont

₹30,516 total

includes taxes & fees

10 Aug - 11 Aug

8. Upstay - Condo w Hot Tub and Pool - Near Disney

Winter Garden

₹23,307 total

includes taxes & fees

9 Aug - 10 Aug

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Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

10/10 Excellent

"Muy buena"

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

8/10 Good

"Soon after checking in, you will likely be approached by a salesperson wearing a Holiday Inn name tag. This person will try to get you to go tour their timeshare resort. The person that approached us said he wanted to give us a welcome gift and got us to follow him to his area in the lobby and began to tell us all about the timeshare resort. We told home that we didn’t have time to go on the tour and declined his offer. Then, he appeared to get very mad at us. We never did get a welcome gift."

Howard Johnson by Wyndham Winter Haven FL

10/10 Excellent

"La propiedad está muy bien ubicada , accesible a los parques , a las tiendas y restaurantes , la limpieza muy bueno lo único malo el desayuno , no hay variedad , realmente muy pobre , yo hiba con mis dos hijos entre ellos un niño de 4 años y tuve q ir a otro restaurante para darles de desayunar , de resto la limpieza el personal muy bien , la propiedad está en muy buen estado ,"

Find out more about Winter Haven

Winter Haven Apartments information

Number of reviews	4
Accommodation	854 Apartments
Lowest Price	₹23,307
Highest Price	₹42,039

Frequently asked questions

What's it like to stay at an apartment in Winter Haven?

You can search through 5 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 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 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 in Lakeland , 17.8 mi/28.6 km from Winter Haven. Includes a washer/dryer, free WiFi and a Smart TV . Free parking and a fitness centre are on site .

How many apartments will I find in Winter Haven?

Expedia has 5 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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Haven apartments

1. Ld12108 - 4BR Apartment Near Disney

2. Vacation Home With Resort Pool Mini Golf Access

3. Upstay Tropical Style Family Condo w Pool

4. Wh2784-201 - 3BR Condo Resort Access Near Disney

5. Upstay Large Family Condo w Pool Sauna

6. Upstay - Modern Family Apartment w Pool Hot Tub

7. Upstay - Modern Family Townhome With Pool

8. Upstay - Condo w Hot Tub and Pool - Near Disney

9. Upstay - Condo Near Disney w Pool Hot tub Sauna

10. Modern 3BR Condo Near Disney- Pool and Hot Tub

11. Modern Dundee Townhome Near Lakes & Legoland!

12. Spacious Family Home Near Disney With Parking

13. 20 Mins to Disney Arcade Battles Mini Golf

14. 10 Mins to Disney Pool Access Sleeps 8

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

16. Mickey s Hideaway Windsor Hills Resort

17. 3BR Family Apartment for 8 Peaceful Residential Retreat

18. Upstay - Pet-friendly Resort Townhouse w Patio

19. Upstay Condo Near Disney w Pool & Sauna

20. Luxury Seven Eagles Townhome in Reunion Resort

Find holiday rentals that suit your style

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Apartments information

Frequently asked questions

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