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Winter Haven Vacation Rentals

Find 131 available offers from 6 partners
Winter Haven
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Resort
Private room
House
Distance to center
Max. 1 mi
Max. 2 mi
Max. 3 mi
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 20%

Best Vacation Home Deals in Winter Haven

Cottage Winter Haven
Jul 12 - Jul 19
-20%
$89
$72 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.1/5.0 "Very good"
(122 ratings)
Winter Haven, Polk County, Florida, United States
Details
Expedia
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House Winter Haven
Sep 11 - Sep 18
-20%
$132
$105 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
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House Winter Haven
Sep 25 - Oct 2
-19%
$154
$124 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
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Find a rental that fits your preferences among the 131 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 20%!

Recommended Vacation Rentals in Winter Haven

Find your perfect vacation rental in Winter Haven: from $72 per night

Cottage Winter Haven
Jun 4 - Jun 11
-20%
$89
$72 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.1/5.0 "Very good"
(122 ratings)
Winter Haven, Polk County, Florida, United States
Details
Expedia
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House Winter Haven
Apr 30 - May 7
$150 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Free cancellation
Details
RedAwning
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House Winter Haven
Sep 11 - Sep 18
-19%
$130
$105 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
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House Winter Haven
Sep 11 - Sep 18
-37%
$223
$141 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Details
Love Rentals
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House Winter Haven
Sep 25 - Oct 2
-19%
$154
$124 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
View deal
House Winter Haven
Sep 18 - Sep 25
-20%
$231
$184 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Details
RedAwning
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House Winter Haven
Sep 25 - Oct 2
-17%
$145
$120 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Details
RedAwning
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House Winter Haven
Sep 11 - Sep 18
-25%
$218
$164 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
View deal
Villa Winter Haven
Oct 30 - Nov 6
-25%
$218
$164 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Details
IPG Professional Management Inc
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Apartments and vacation rentals with a kitchen

Cottage Kitchen Winter Haven
Jul 23 - Jul 30
$82 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Winter Haven, Polk County, Florida, United States
Kitchen
Details
HomeToGo
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Vacation rentals and apartments with air conditioning

House Aircondition Winter Haven
Jan 15 - Jan 22
$150 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Free cancellation
Aircondition
Details
RedAwning
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House Aircondition Winter Haven
Sep 18 - Sep 25
$120 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Aircondition
Details
Fairways Florida Villas
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House Aircondition Winter Haven
Dec 4 - Dec 11
-57%
$279
$120 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Free cancellation
Aircondition
Details
RedAwning
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Vacation rentals with Wi-Fi

Villa Internet Winter Haven
Oct 23 - Oct 30
-20%
$185
$148 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Winter Haven, Polk County, Florida, United States
Internet
Details
IPG Professional Management Inc
View deal
Villa Internet Winter Haven
Sep 11 - Sep 18
-28%
$179
$130 per night
Villa ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Internet
Details
Fairways Florida Villas
View deal
House Internet Winter Haven
Dec 4 - Dec 11
-26%
$200
$148 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Haven, Polk County, Florida, United States
Internet
Details
IPG Professional Management Inc
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Popular Rental Amenities in Winter Haven

  • Internet (122)
  • No smoking (117)
  • Air conditioning (111)
  • Pool (106)
  • Wheelchair access (96)
  • TV (96)
  • Microwave (60)
  • No pets (54)
  • Pet allowed (34)
  • Balcony/Patio (30)
  • Crib (30)
  • Grill (19)

Select a filter to find an accommodation meeting your criteria among the 131 properties in Winter Haven. Many vacation rentals in Winter Haven offer "internet" or "pools," which makes it a great vacation spot if you can't imagine a vacation without internet or you want a rental with a pool. You could even look for accommodations if you want to go fishing (4 rentals include "fishing" in Winter Haven) or if you want a rental with a jacuzzi (3 rentals in Winter Haven include "Jacuzzis").

The Weather in Winter Haven

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7 days 7
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8 days 8
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75°
19 days 19
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75°
17 days 17
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90°
73°
14 days 14
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86°
68°
7 days 7
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79°
59°
6 days 6
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7 days 7
Jan.
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July
Aug.
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- 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 51° The rainiest month is July while the driest month is March.

Accommodations for your vacation in Winter Haven

Many of the listings (66.67%) in Winter Haven are hotel rooms. They are the most typical accommodations in this destination. Interestingly, type of accommodation in particular, this type of property in particular is $156 per night, with an average area of 760 ft². Moreover, most hotel rooms in this destination can welcome 4 guests, which makes it a perfect destination for medium-sized groups and families. If you would prefer to book another accommodation type, you could check resorts, which are the other most frequent property type in Winter Haven. These properties cost $89 a night on average and have an average size of 380 ft².

Discover beautiful vacation rentals in Winter Haven, Florida

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.

Show all 131 properties
Where to find the best food in Winter Haven?

Where to find delicious local food

If you are into seafood, Harry's Old Place offers local favorites such as sweet and spicy shrimp, fried gator bites, and baked oysters. For those who love steak, Manny's Original Chophouse is a family-friendly spot for roasted prime ribs, country fried steak and boneless chops. Carrabba's Italian Grill is a popular joint for guests who want to try Italian cuisines, such as Chicken Bryan, Pollo Sorrento, and Pollo Rosa Maria.

What are the best nightlife spots in Winter Haven?

Get out for some fun

Make the most of your stay by trying out some of the locals clubs and sports bars. Somewhere Sports Bar & Grill is popular for karaoke music and boasts an extensive drink list of wine, beer and more. If you want to have fun with friends, Jessie's Lounge is the go-to spot for live music and dance nights. Or, you could try Apple Lounge if you want a cool place to eat, hang out, play pool and listen to music.

Where are the unique attractions in Winter Haven?

Things to Do

Enjoy a spot of beauty with serene gardens by visiting Bok Tower Gardens which boasts a 205-foot Singing Tower Carillon with a bell that plays every day. Sherman's Antique features a 5,000 sq. ft. of treasures for guests to see. If you love musicals or stage readings, Theater Winter Haven offers shows and main stage productions to make your visit enjoyable.

How much does it cost to rent a vacation rental in Winter Haven?

The price for Hotel rooms and Resorts in Winter Haven is $72 per night.

What amenities are most popular for vacation homes in Winter Haven?

The most popular amenities for home rentals in Winter Haven include accommodations that have: internet, pools, and TVs.

How many vacation rentals are in Winter Haven?

Discover 131 vacation rentals available to book in Winter Haven.

Are pets allowed in vacation rentals in Winter Haven?

Finding a cabin rental in Winter Haven that allows dogs is definitely possible, with 42 pet-friendly homes on offfer.

What's the best time of year to travel to Winter Haven?

If booking a vacation rental in Winter Haven, consider that rainy season is usually in July or June, with March often being the driest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Winter Haven TripAdvisor Vacation Rentals in Winter Haven Vrbo Vacation Rentals in Winter Haven Airbnb Vacation Rentals in Winter Haven VacationRentals.com Vacation Rentals in Winter Haven HouseTrip Vacation Rentals in Winter Haven FlipKey Vacation Rentals in Winter Haven 9flats.com Vacation Rentals in Winter Haven PerfectPlaces.com Vacation Rentals in Winter Haven Homestay.com Vacation Rentals in Winter Haven Only-apartments Vacation Rentals in Winter Haven Interhome Vacation Rentals in Winter Haven Bedycasa Vacation Rentals in Winter Haven Novasol Vacation Rentals in Winter Haven HomeEscape Vacation Rentals in Winter Haven

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