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Winter Haven Vacation Rentals

Our Favorite Vacation Rentals in Winter Haven

See all 396 vacation rentals in Winter Haven

Winter Haven Vacation Rentals with a Pool

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Winter Haven Vacation Rentals with Wi-Fi

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Winter Haven Pet-Friendly 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.

Price and Availability in Winter Haven

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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.
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

95º 62º
7.58
94º 71º
5.19
96º 71º
13.13
95º 71º
6.15
96º 75º
5.77
94º 55º
0.64
90º 41º
1.14
86º 41º
6.91
81º 27º
1.86
88º 50º
1.01
86º 42º
0.58
90º 56º
4.42
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Rainy days
This climate histogram shows you the weather patterns in Winter Haven. The hottest month in Winter Haven is June, when temperatures peak at 96 ˚F. The coolest month is January, when temperatures drop to 27 ˚F. The wettest month in Winter Haven is July with 13.13 inches of rain, while the driest month is March with 0.58 inches of rain.

What Expert Travelers Think

Vacation Rentals in Winter Haven

At AllTheRooms.com we have vacation rentals from all of the best providers - Airbnb, VRBO, Agoda and more. AllTheRooms has 396 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 vacation in Winter Haven can be budget-friendly - the lowest price rental is available at $20 per night. On average, an accommodation in Winter Haven will cost you $123 per night.

If you need internet access during your stay in Winter Haven, then you can choose from over 106 places to stay that provide WiFi internet. 15 places to stay include a morning meal. You can maintain your workout routine by staying at one of 5 accommodations that provide gym facilities. Driving to Winter Haven? Then choose one of the 107 places to stay that comes with a parking spot included. 40 accommodations come with a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in one of 30 accommodations that are designated as pet-friendly.

In Winter Haven AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 6 providers, including 88 places to stay from Airbnb, 7 accommodations from VRBO and 7 places to stay from Agoda.

189 of our accommodations in Winter Haven have been reviewed and rated. 69% are rated great. 83 places to stay in are instantly bookable.

Destinations near Winter Haven