We use cookies to provide you with the best browsing experience. The data collected by cookies is used to optimise the website for our users and deliver an appropriate service and relevant information to you. By using our site we assume you’re aware and agree to use the cookies for this purpose.

Destination Photo

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
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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 42º
0.58
90º 56º
4.42
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
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
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

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Agoda and more. We have 381 vacation rentals, hotels and other accommodation types in Winter Haven ranging from budget options to luxury places to stay. For those traveling on a budget, the cheapest place to stay in Winter Haven is available at $20 per night. On average, a place to stay in Winter Haven will cost you $118 per night.

If you want to stay connected during your trip, then you can choose from over 103 accommodations in Winter Haven that have WiFi. 15 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 5 accommodations that provide gym facilities. If you are driving to Winter Haven, you'll want to pick from 104 places to stay that provide parking. We have 40 places to stay that have 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.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 6 providers in Winter Haven, including 85 places to stay from Airbnb, 9 accommodations from VRBO and 7 places to stay from Agoda

181 accommodations in Winter Haven have been reviewed: 63% are rated excellent or good. 91 accommodations allow instant booking.

Destinations near Winter Haven