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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
96° 59°
2
98° 70°
6
97° 73°
7
97° 74°
7
97° 65°
11
93° 63°
2
88° 55°
4
82° 37°
3
87° 34°
1
88° 43°
1
94° 44°
0
95° 57°
3
May
Jun
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Sep
Oct
Nov
Dec
Jan
Feb
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Apr
Rainy days

This climate histogram shows you the weather patterns in Winter Haven. The hottest month in Winter Haven is July, when temperatures peak at 98 ˚F. The coolest month is December, when temperatures drop to 34 ˚F. The wettest month in Winter Haven is April with 10.53 inches of rain, while the driest month is October with 0.14 inches of rain.

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What Expert Travelers Think

  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

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  • — When I first opened up the AllTheRooms.com site, I was impressed right away... When I’m traveling, I don’t like to waste time searching multiple engines for accommodations, it gets overwhelming and frustrating fast. I want a unique, comfortable stay for the best deal

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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.

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Vacation Rentals in Winter Haven

Choose the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, Priceline, Agoda and others. AllTheRooms has 466 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 - the lowest price vacation rental is available at $17 per night. On average, a place to stay in Winter Haven will cost you $93 per night.

Those looking to get some work done during their trip to Winter Haven can choose from 170 places to stay that include WiFi. We have 18 accommodations that come with breakfast included. You can keep up with your workout regime by staying at one of 11 accommodations that provide gym facilities. If you're planning on arriving in Winter Haven by car, be sure to choose from 174 accommodations that provide parking. We track 66 places to stay that have a pool or jacuzzi.

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

We compare vacation rentals, hotels and other unique accommodation types from many providers in Winter Haven, including 163 places to stay from Airbnb, 18 accommodations from Priceline and 7 places to stay from Agoda

254 accommodations in Winter Haven have been reviewed; 61% are rated excellent or good. You can instantly book any of 131 places to stay right now.

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