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
Save up to 82%
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%!
Book Vacation Rental Offers with the Highest User Rating
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
Find Fantastic yet Inexpensive Offers
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
- Rainy days
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
84°
57°
86°
60°
91°
60°
91°
62°
93°
68°
91°
66°
87°
68°
Accommodations for your vacation in Winter Haven
Many of the listings (60.5%) in Winter Haven are house rental. They are the most typical accommodations in this destination. Interestingly, type of accommodation in particular, this type of property in particular is $301 per night, with an average area of 167 m². Moreover, most house rental in this destination can welcome 8 guests, which makes it a perfect destination for large groups. If you would prefer to book another accommodation type, you could check apartment rental, which are the other most frequent property type in Winter Haven. These properties cost $117 a night on average and have an average size of 34 m².
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.
We list offers from thousands of providers, including:
Get inspired for your vacation in Winter Haven
Vacation Destinations Near Winter Haven
-
![]()
Lake Wales Vacation Rentals -
![Haines City Rentals - HomeToGo]()
Haines City Rentals -
![Vacation Rentals in Davenport - HomeToGo]()
Vacation Rentals in Davenport -
![A Florida vacation home getaway in sunny Lakeland - HomeToGo]()
Lakeland Vacation Rentals -
![]()
Poinciana Vacation Rentals -
![]()
Windsor Palms Vacation Rentals -
![Celebrate finding a utopian lifestyle at vacation homes in Celebration - HomeToGo]()
Celebration Vacation Rentals -
![Experience Florida From Your Emerald Island Vacation Home - HomeToGo]()
Emerald Island Vacation Rentals -
![Discover more than Disney at your Four Corners, FL vacation home - HomeToGo]()
Four Corners Vacation Rentals -
![]()
Plant City Vacation Rentals -
![Houses & Vacation Rentals in Kissimmee - HomeToGo]()
Houses & Vacation Rentals in Kissimmee -
![Family Fun at Lake Buena Vista Vacation Rentals - HomeToGo]()
Lake Buena Vista Vacation Rentals -
![Vacation Rentals in Saint Cloud, FL - HomeToGo]()
Vacation Rentals in Saint Cloud, FL -
![Explore the Attractions of Brandon Florida from your Ideal Vacation Rental - HomeToGo]()
Brandon Vacation Rentals -
![Turn back the hand of time with vacation homes in Clermont - HomeToGo]()
Clermont Vacation Rentals -
![]()
Winter Garden Vacation Rentals -
![Find Your Vacation Home in Charming Riverview - HomeToGo]()
Riverview Vacation Rentals -
![House & Vacation Rentals in Orlando - HomeToGo]()
House & Vacation Rentals in Orlando -
![Make the most out of your vacation rental in Sebring - HomeToGo]()
Sebring Vacation Rentals -
![Explore the magic of Florida from an Ocoee vacation home - HomeToGo]()
Ocoee Vacation Rentals
Top Vacation Ideas
- Miami Spring Break Hotels & Vacation Rentals
- South Padre Island Spring Break Hotels & Vacation Rentals
- Lake Havasu Spring Break Hotels & Vacation Rentals
- Texas Spring Break Vacation
- Miami Beach Spring Break Hotels & Vacation Rentals
- Romantic Getaways in Florida
- California Spring Break Vacation
- Bora Bora Honeymoon
- Romantic Getaways in Ohio
- Myrtle Beach Spring Break Hotels & Vacation Rentals
- Road Trips in Texas
Explore More Vacation Ideas
-
![San Francisco Monthly Rentals - HomeToGo]()
San Francisco Monthly Rentals -
![West Virginia State Parks - HomeToGo]()
West Virginia State Parks -
![Road Trips Midwest - HomeToGo]()
Road Trips Midwest -
![California National Park Vacation - HomeToGo]()
California National Park Vacation -
![Pet Friendly Rentals in Orlando - HomeToGo]()
Pet Friendly Rentals in Orlando -
![Top Destinations for a Weekend Getaway in Tennessee - HomeToGo]()
Top Destinations for a Weekend Getaway in Tennessee -
![Spa Getaways in Arizona - HomeToGo]()
Spa Getaways in Arizona -
![Seward Alaska Cabin Rentals - HomeToGo]()
Seward Alaska Cabin Rentals -
![Romantic Getaway in Montana - HomeToGo]()
Romantic Getaway in Montana -
![Spring Break in Columbia - HomeToGo]()
Spring Break in Columbia -
![Orlando Hotels & Vacation Rentals for the 4th of July - HomeToGo]()
Orlando Hotels & Vacation Rentals for the 4th of July -
![Pet-Friendly Rentals in Hollywood - HomeToGo]()
Pet-Friendly Rentals in Hollywood -
![East Coast Dog-Friendly Vacations - HomeToGo]()
East Coast Dog-Friendly Vacations -
![Christmas Markets in Pittsburgh - HomeToGo]()
Christmas Markets in Pittsburgh -
![Pet Friendly Rentals in Las Vegas - HomeToGo]()
Pet Friendly Rentals in Las Vegas -
![Summer Vacations in Narragansett - HomeToGo]()
Summer Vacations in Narragansett -
![Family Vacations in Virginia - HomeToGo]()
Family Vacations in Virginia -
![Pet Friendly Rentals in Cape Coral - HomeToGo]()
Pet Friendly Rentals in Cape Coral -
![Staycations in California - HomeToGo]()
Staycations in California -
![Phoenix Monthly Rentals - HomeToGo]()
Phoenix Monthly Rentals -
![Girls Trip in New Orleans - HomeToGo]()
Girls Trip in New Orleans
