Located in Central Florida, Winter Haven is home to 50 lakes, making it an ideal destination for waterskiing and fishing enthusiasts. So if you are visiting for some fun on the lake, there is a broad range of vacation homes to choose from in Winter Haven. Depending on your budget, you can get a luxury condo, villa or an apartment that offers the ultimate comfort and convenience. There are vacation houses that feature spectacular lakeside views while providing welcoming neighborhood charm.

Choose the perfect vacation rental
Best Vacation Home Deals in Winter Haven
Find a rental that fits your preferences among the 264 fantastic options from more than 6 partner websites in Winter Haven. The website HomeToGo instantaneously compares all of these rentals so you can save up to 82%!
Top-Rated Rentals and Accommodations in Winter Haven
Recommended Vacation Rentals in Winter Haven
Find your perfect vacation rental in Winter Haven: from $58 per night
Budget-friendly Vacation Rentals in Winter Haven
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Winter Haven accommodation with high-speed internet.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Winter Haven rental with full kitchen.
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Winter Haven and book a vacation rental with air conditioning.
Popular Rental Amenities in Winter Haven
Select a filter to find an accommodation meeting your criteria among the 264 properties in Winter Haven. Many vacation rentals in Winter Haven offer "Internet" or "TV," which makes it a great vacation spot if you need internet access during your vacation or you never miss an episode of your favorite show. You could even look for accommodations if you want a rental with a balcony or a patio (21 rentals include "Fenced" in Winter Haven) or if you want a rental with a jacuzzi (2 rentals in Winter Haven include "Hot tub").
The Weather in Winter Haven
Check out the climate diagram for Winter Haven. The highest average temperatures are in the month of June. Conversely, January is the coolest month in Winter Haven, with temperatures going under 52° The rainiest month is July while the driest month is March.
7-Day Weather Forecast in Winter Haven
Accommodations for your vacation in Winter Haven
Information about vacation rentals in Winter Haven
🏡 Vacation rentals | 264 properties |
---|---|
💳 Possible discounts | up to 62% |
🌙 Nightly prices starting at | $58 |
⭐ Popular amenities | Internet, TV and Air conditioning |
🐾 Pet friendly accommodations | 30 properties |
🏊 Vacation rentals with pools | 146 properties |
Frequently Asked Questions
What is the nightly price for a vacation rental in Winter Haven?
The price of a night's stay in Winter Haven starts at $58. If you are looking for a house rental, the nightly price is $301 on average. A apartment rental Winter Haven will cost on average $117 per night.
How many vacation rentals are available for booking in Winter Haven?
Currently there are 264 vacation homes to choose from for your upcoming trip.
What amenities are most popular for vacation homes in Winter Haven?
If you're looking to book a vacation rental in Winter Haven, others search for accommodation with these amenities: TV, Internet and Air conditioning.
How many vacation homes with pools are in Winter Haven?
Winter Haven has 146 Hotel room and Motel room options on offer to rent.
Are pets allowed in vacation rentals in Winter Haven?
In case if you are traveling with a dog in Winter Haven - 11% of rentals are pet-friendly.
What's the best time of year to travel to Winter Haven?
June and July are usually the warmest months in Winter Haven with temperatures around 91 °F. The coldest months in Winter Haven are January and February, with 52 °F on average.
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