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Winter Haven Vacation Rentals

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  4. Winter Haven

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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.

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Price and Availability in Winter Haven

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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 most expensive month to stay in a vacation rental in Winter Haven is in April, 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 September, when less people are visiting and the vacation home occupancy rate drops.
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The Weather in Winter Haven

Rainy days
87° 43°
1
92° 41°
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91° 50°
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96° 63°
2
98° 71°
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98° 73°
3
98° 73°
12
96° 61°
12
91° 52°
0
90° 52°
6
84° 31°
2
85° 32°
2
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Jul
Aug
Sep
Oct
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Jan
Rainy days

This climate histogram shows you the weather patterns in Winter Haven. The warmest months in Winter Haven are May and June, when temperatures reach 98 ˚F. The coolest month is January, when temperatures drop to 31 ˚F. The wettest month in Winter Haven is May with 12.42 inches of rain, while the driest month is March with 0.06 inches of rain.

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What Expert Travelers Think

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  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
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  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

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Vacation Rentals in Winter Haven

Pick the perfect rental for your vacation at AllTheRooms.com. We aggregate Airbnb, Priceline, Agoda and others. We have 466 vacation rentals, hotels and other accommodation types in Winter Haven ranging from low-cost options to luxury places to stay. A trip to Winter Haven can be budget-friendly - the lowest price accommodation is available at $17 per night. An average rental in Winter Haven costs on average $93 a night.

If you would like to stay connected during your vacation, then you can choose from over 170 accommodations in Winter Haven that have WiFi. We have 18 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 11 accommodations that have gyms. If you're planning on getting to Winter Haven by car, be sure to choose from 174 accommodations that provide parking. We track 66 accommodations that have a pool or jacuzzi.

If you're traveling with a furry friend, then make sure to select one of the 37 pet-friendly accommodations available.

AllTheRooms compares vacation rentals, hotels and other unique accommodation types from loads of providers in Winter Haven, including 163 places to stay from Airbnb, 18 accommodations from Priceline and 7 places to stay from Agoda

254 of our accommodations in Winter Haven have been reviewed by previous guests. They rated 61% as excellent or good. 131 places to stay in are instantly bookable.

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