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Winter Haven Vacation Rentals

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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
93° 63°
2
88° 55°
4
82° 37°
3
87° 34°
1
88° 43°
1
94° 44°
0
95° 57°
3
96° 59°
2
98° 70°
6
97° 73°
7
97° 74°
7
97° 65°
11
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Mar
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May
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Rainy days

This climate histogram shows you the weather patterns in Winter Haven. The warmest months in Winter Haven are July and April, when temperatures reach 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

  • — 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
    Kid World Citizen

  • — 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!

    Amanda Alston
    Amanda AlstonAmanda Alston
    Visit Amanda Alston

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
    Travel Better Guide

Vacation Rentals in Winter Haven

Browse vacation rentals from all the leading providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. AllTheRooms has 466 vacation rentals, hotels and other great places to stay during your time in Winter Haven, with everything from budget hostels and homestays to luxury Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in Winter Haven is available at $17 per night. In general, an accommodation in Winter Haven will cost you $93 per night.

Those looking to get some work done during their trip to Winter Haven can pick from 170 places to stay that have WiFi. We have 18 accommodations that come with breakfast included. You can maintain your workout regime by staying at one of 11 accommodations that provide gym facilities. Driving to Winter Haven? Then choose one of the 174 places to stay that comes with a parking spot included. 66 places to stay come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in any of 37 accommodations that are designated as pet-friendly.

We combine a wide variety of Winter Haven accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, 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. 131 places to stay in are instantly bookable.

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