How much is a vacation rental for a week in Winter Haven?

The average price for a weekly Winter Haven vacation rental found by KAYAK users in the last 2 weeks is $1,362.

How much is a vacation rental for a month in Winter Haven?

The average price for a monthly Winter Haven vacation rental found by KAYAK users in the last 2 weeks is $5,838.

What types of vacation rentals are available in Winter Haven?

There are loads of different property types that you can make your vacation home in Winter Haven. You’ll find apartments, campgrounds, condos, cottages, houses, homestays, houseboats, lodges and villas.

Are there any pet-friendly vacation rentals in Winter Haven?

There are a number of dog and pet-friendly Winter Haven vacation rentals, with around 14% allowing you to bring your pet along with you.

How much is a vacation rental in Winter Haven for tonight?

In the last 72 hours, users have found Winter Haven vacation rentals for tonight for as low as $134.

How much is a vacation rental in Winter Haven for this weekend?

In the last 72 hours, users have found Winter Haven vacation rentals for this weekend for as low as $113 per night.

How can I find vacation rentals near me in Winter Haven?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Winter Haven Vacation Rentals from $67/night

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Best Winter Haven vacation rentals

Family-Friendly Winter Haven Home with Pool!

Winter Haven, FL

9.2Wonderful(8)

Free Wi-Fi

Pool

$175+

Check availability

1Bed 1Bath Container Home Centrally Located

Winter Haven, FL

9.0Wonderful(17)

Parking

$91+

Check availability

Modern Tiny Lake Cottageaceloc4mileslegoland

Winter Haven, FL

9.2Wonderful(21)

$95+

Check availability

Winter Haven Apt 1 Mi to Polk State College!

Winter Haven, FL

10Wonderful(6)

Free Wi-Fi

Pet friendly

$105+

Check availability

2bed 1bath Centrallocation 2 Mile Legoland And Dining

Winter Haven, FL

9.5Wonderful(13)

Parking

Free Wi-Fi

Pet friendly

$130+

Check availability

Stylish-N-Private 1br Retreat 2 Miles To Legoland

Winter Haven, FL

8.6Very good(3)

Parking

Pet friendly

$100+

Check availability

Cheerful New Construction Home

Winter Haven, FL

$289+

Check availability

Confidently Clean, Quint & Cozy Apartment

Winter Haven, FL

Free Wi-Fi

$115+

Check availability

Modern Houseboataceloca4mileslegoland

Winter Haven, FL

Free Wi-Fi

Winter Haven, FL

Peaceful Lakeside Retreat

Winter Haven, FL

9.0Wonderful(5)

Parking

Free Wi-Fi

$222+

Check availability

My place near Legoland

Winter Haven, FL

8.3Very good(12)

Parking

Free Wi-Fi

$142+

Check availability

Large 3bedrooms 1 Bath Near Downtown Dining

Winter Haven, FL

10Wonderful(3)

$172+

Check availability

Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome!

Winter Haven, FL

10Wonderful(1)

Free Wi-Fi

Pool

Pet friendly

Winter Haven, FL

Free Wi-Fi

8 Mi To Legoland Winter Haven Home With Lanai!

Winter Haven, FL

Free Wi-Fi

Low season	September
High season	May
Average price (weeknight)	$196
Average price (weekend night)	$198

Cheapest month to stay with an average 39% drop in price.

Most expensive month to stay with an average 32% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

Pet friendly is the most popular vacation rental property amenity in Winter Haven
Vacation rentals in Winter Haven are around 23% more expensive than hotels on average. Search here to compare prices for all accommodation types in Winter Haven.
The best vacation rental properties in Winter Haven are Winter Haven, Fl Pet Friendly Residential Retreat (10.0, 39 reviews), Sunrise on Lake Idylwild (9.9, 26), and Chanti's Place, Winter Haven. Great Long (9.8, 24), based on ratings and reviews from real travelers.
If you’re looking for a cheap vacation rental in Winter Haven, you should consider visiting during the low season. The cheapest vacation homes in Winter Haven can be found in September and June.
The cheapest night for renting a vacation home in Winter Haven is Wednesday. In contrast, the most expensive is Sunday.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winter Haven for 6 days.

See more tips

How much is a vacation rental for a week in Winter Haven?
The average price for a weekly Winter Haven vacation rental found by KAYAK users in the last 2 weeks is $1,362.
How much is a vacation rental for a month in Winter Haven?
The average price for a monthly Winter Haven vacation rental found by KAYAK users in the last 2 weeks is $5,838.
What types of vacation rentals are available in Winter Haven?
There are loads of different property types that you can make your vacation home in Winter Haven. You’ll find apartments, campgrounds, condos, cottages, houses, homestays, houseboats, lodges and villas.
Are there any pet-friendly vacation rentals in Winter Haven?
There are a number of dog and pet-friendly Winter Haven vacation rentals, with around 14% allowing you to bring your pet along with you.
How much is a vacation rental in Winter Haven for tonight?
In the last 72 hours, users have found Winter Haven vacation rentals for tonight for as low as $134. Search here for similar prices
How much is a vacation rental in Winter Haven for this weekend?
In the last 72 hours, users have found Winter Haven vacation rentals for this weekend for as low as $113 per night. Search here for similar prices
How can I find vacation rentals near me in Winter Haven?
Take a look at our vacation rentals map to find the best vacation rental homes near you.