Winter Haven Vacation Rentals

Winterhaven Travel Guide

Set between Tampa and Orlando, Winterhaven is home to the largest LEGOLAND in the world, as well as stunning canal linked lakes, forest trails, and lush botanical gardens. Visitors can find so many places to discover, explore, and enjoy during their time here.

Things to Do in Winterhaven

Bok Tower Gardens are a tranquil area of luscious tropical gardens and bird sanctuary, known for their majestic singing tower. The bells of the tower are rung several times a day and the area is just wonderful to walk around.There are 50 lakes here, either within or just outside the city limits, where you can fish, take a boat ride, go paddle boarding or fly boarding, or join a guided cruise through the canals. A trip to LEGOLAND is a must if you're with little ones, and different events take place here all year round.

Best Time to Visit Winterhaven

January to April are the best months to plan a trip to Winterhaven.

Price and Availability Index in Winter Haven

Most expensive

Most availability

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The most expensive month to stay in a vacation rental in Winter Haven is in January, while the cheapest month is in September. The most popular time to book a vacation rental in Winter Haven is in the high season in March. Winter Haven has its low season in November, when less people are visiting and the vacation home occupancy rate drops.

The cheapest day to stay at a vacation rental in Winter Haven tends to be Wednesday, while the most expensive day tends to be Sunday. Vacation homes in Winter Haven tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.

The weather in Winter Haven

86º 34º

1.29

87º 46º

1.01

89º 40º

0.58

96º 51º

0.46

97º 55º

1.52

86º 34º

1.29

86º 34º

1.29

96º 73º

4.51

94º 70º

9.28

91º 47º

3.36

86º 34º

1.29

84º 39º

0.66

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Mar

Apr

May

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Rainy days

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This climate histogram shows you the weather patterns in Winter Haven. The warmest months in Winter Haven are August and September, when temperatures reach 97 ˚F. The coolest month is January, when temperatures drop to 34 ˚F. The wettest month in Winter Haven is September with 9.28 inches of rain, while the driest month is April with 0.46 inches of rain.

Vacation Rentals in Winter Haven

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Homeaway, VRBO and more. AllTheRooms has 360 vacation rentals, hotels and other great places to stay during your time in Winter Haven, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. A trip to Winter Haven can be affordable - our lowest price accommodation is available at $17 per night. The average price of accommodation in is $125 per night.

If you need an internet connection during your stay in Winter Haven, then you can choose from over 109 places to stay that provide WiFi internet. 21 of our accommodations in include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 5 accommodations that have gym facilities. If you're planning on arriving in Winter Haven by car, be sure to choose from 108 accommodations that provide parking. 41 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 31 pet-friendly accommodations available.

We combine a wide variety of Winter Haven accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 6 providers, including 83 places to stay from Airbnb, 12 accommodations from Homeaway and 11 places to stay from VRBO.

166 of our places to stay in Winter Haven have been rated by previous guests. They rated 55% as excellent or good. 95 accommodations allow instant booking.