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Winter Garden Vacation Rentals

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Winter Garden
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
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Best Vacation Home Deals in Winter Garden

House Winter Garden
Apr 29 - May 6
-50%
$195
$98 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Winter Garden with Pool & Yard
4.2
"Very good" (13 ratings)
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Aug 19 - Aug 26
-29%
$523
$371 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in Windermere with Yard & Grill
5.0
"Excellent" (69 ratings)
Winter Garden, Orange County, Florida, United States
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Condo Winter Garden
Aug 18 - Aug 25
-34%
$229
$151 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Stylish Condo in Orlando with Grill & Pool
5.0
"Excellent" (14 ratings)
Winter Garden, Orange County, Florida, United States
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Top-Rated Rentals and Accommodations in Winter Garden

Condo Winter Garden
Feb 24 - Mar 2
$108 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Lovely Condo in Orlando with Private Balcony
4.6
"Outstanding" (52 ratings)
Winter Garden, Orange County, Florida, United States
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House Winter Garden
May 6 - May 13
-38%
$586
$363 per night
House ∙ 8 guests ∙ 4 bedrooms
Nice House in Winter Garden with Yard & Grill + Sunrise Views
5.0
"Excellent" (4 ratings)
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Aug 26 - Sep 2
$120 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Minneola with Outdoor Pool
5.0
"Excellent" (1 rating)
Winter Garden, Orange County, Florida, United States
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Recommended Vacation Rentals in Winter Garden

Find your perfect vacation rental in Winter Garden: from $98 per night

House Winter Garden
Jun 24 - Jul 1
-20%
$189
$152 per night
House ∙ 9 guests ∙ 3 bedrooms
Vacation Home in Winter Garden
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Sep 16 - Sep 23
$223 per night
House ∙ 8 guests ∙ 2 bedrooms
Vacation Home in Winter Garden with Private Parking
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Sep 16 - Sep 23
$112 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Winter Garden with Private Parking
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Sep 16 - Sep 23
$112 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Winter Garden with Private Parking
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Mar 9 - Mar 16
$217 per night
House ∙ 5 guests ∙ 3 bedrooms
Spacious House in Winter Garden
Winter Garden, Orange County, Florida, United States
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Lodge Winter Garden
Sep 16 - Sep 23
$147 per night
Lodge ∙ 2 guests ∙ 1 bedroom
Nice Lodge in Winter Garden with Grill + Courtyard View
3.6
"Good" (74 ratings)
Winter Garden, Orange County, Florida, United States
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Lodge Winter Garden
Sep 16 - Sep 23
$149 per night
Lodge ∙ 4 guests ∙ 1 bedroom
Lodge in Winter Garden with Grill + Course Views
3.6
"Good" (74 ratings)
Winter Garden, Orange County, Florida, United States
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Bed & Breakfast Winter Garden
Jun 7 - Jun 14
$132 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in Winter Garden with Yard & Patio
4.9
"Excellent" (85 ratings)
Winter Garden, Orange County, Florida, United States
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Bed & Breakfast Winter Garden
Jun 24 - Jul 1
$176 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in Winter Garden with Yard & Patio
4.9
"Excellent" (85 ratings)
Winter Garden, Orange County, Florida, United States
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Budget-friendly Vacation Rentals in Winter Garden

Lodge Winter Garden
Sep 16 - Sep 23
$148 per night
Lodge ∙ 4 guests ∙ 2 bedrooms
Lodge in Winter Garden with Grill
3.7
"Good" (277 ratings)
Winter Garden, Orange County, Florida, United States
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House Winter Garden
Sep 16 - Sep 23
$112 per night
House ∙ 2 guests ∙ 1 bedroom
Vacation Home in Winter Garden with Private Parking
Winter Garden, Orange County, Florida, United States
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Bed & Breakfast Winter Garden
Jun 7 - Jun 14
-27%
$179
$132 per night
Bed & Breakfast ∙ 4 guests ∙ 1 bedroom
B&B in Winter Garden with Yard & Patio
4.8
"Excellent" (255 ratings)
Winter Garden, Orange County, Florida, United States
Free cancellation
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Winter Garden and book a vacation rental with air conditioning.

House Air conditioning Winter Garden
Sep 23 - Sep 30
-25%
$198
$149 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Winter Garden with Pool
Winter Garden, Orange County, Florida, United States
Air conditioning
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Villa Air conditioning Winter Garden
Jun 3 - Jun 10
$148 per night
Villa ∙ 8 guests ∙ 3 bedrooms
Family Friendly Duplex Villa in Winter Garden with Grill & Yard
4.5
"Outstanding" (25 ratings)
Winter Garden, Orange County, Florida, United States
Air conditioning
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House Air conditioning Winter Garden
May 22 - May 29
-15%
$155
$132 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Winter Garden with Free Parking
Winter Garden, Orange County, Florida, United States
Air conditioning
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Winter Garden accommodation with high-speed internet.

Cottage Internet Winter Garden
Apr 15 - Apr 22
-61%
$252
$98 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Winter Garden
5.0
"Excellent" (6 ratings)
Winter Garden, Orange County, Florida, United States
Internet
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House Internet Winter Garden
Jun 24 - Jul 1
$184 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming Vacation Home in Winter Garden with Yard
4.8
"Excellent" (24 ratings)
Winter Garden, Orange County, Florida, United States
Internet
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House Internet Winter Garden
Jun 24 - Jul 1
$162 per night
House ∙ 6 guests ∙ 3 bedrooms
Charming Vacation Home in Winter Garden with Yard
5.0
"Excellent" (5 ratings)
Winter Garden, Orange County, Florida, United States
Internet
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Winter Garden rental with full kitchen.

Cottage Kitchen Winter Garden
Mar 26 - Apr 2
-73%
$425
$115 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Rental Cottage in Winter Garden with Yard
4.9
"Excellent" (42 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
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House Kitchen Winter Garden
Apr 10 - Apr 17
-60%
$258
$102 per night
House ∙ 4 guests ∙ 1 bedroom
House in Winter Garden with Grill & Yard
4.8
"Excellent" (37 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
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House Kitchen Winter Garden
Mar 27 - Apr 3
-68%
$361
$117 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Winter Garden with Decorative Fireplace
5.0
"Excellent" (30 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
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Popular Rental Amenities in Winter Garden

  • TV (199)
  • Air conditioning (191)
  • Internet (184)
  • Microwave (173)
  • Kitchen (136)
  • No pets (134)
  • No smoking (132)
  • Pool (126)
  • Grill (125)
  • Dishwasher (102)
  • Fireplace (100)
  • Yard (55)

Many users pay a closer look at the vacation rentals including a pool. Many of the properties have one in this destination. Hotel room with pools in Winter Garden are a wonderful choice for groups of 5 and usually cost around $206 a night. If you would also like to be close to the water, more than two-thirds of the accommodations providing a pool are located within 2 miles of the waterfront.

7-Day Weather Forecast in Winter Garden

Tue, 21 Mar
77°
50°

5%

10 h

6 mi/h

Wed, 22 Mar
84°
60°

10%

9 h

10 mi/h

Thu, 23 Mar
86°
62°

0%

10 h

9 mi/h

Fri, 24 Mar
89°
62°

0%

10 h

7 mi/h

Sat, 25 Mar
89°
66°

5%

4 h

12 mi/h

Sun, 26 Mar
87°
69°

15%

5 h

5 mi/h

Mon, 27 Mar
87°
69°

0%

5 h

14 mi/h

Information about vacation rentals in Winter Garden

🏡 Vacation rentals 213 properties
💳 Possible discounts up to 50%
🌙 Nightly prices starting at $98
⭐ Popular amenities TV, Air conditioning and Internet
🐾 Pet friendly accommodations 19 properties
🏊 Vacation rentals with pools 145 properties

Frequently Asked Questions

What is the price per night for a vacation rental in Winter Garden?

The average accommodation in Winter Garden is priced at $98 per night. If you’re interested in a house rental, the average price is $312 per night. A bed & breakfast Winter Garden will cost $197 per night on average.

How many vacation homes are available to book in Winter Garden?

There are 213 rentals from 5 providers in Winter Garden.

What are the most popular amenities for vacation homes in Winter Garden?

Three most popular amenities for home rentals in Winter Garden include accommodations that have: TV, Air conditioning, and Internet.

How many vacation rentals with a pool are there in Winter Garden?

There are 145 vacation rentals across 5 providers in Winter Garden.

Are dogs allowed in vacation rentals in Winter Garden?

In case if you are traveling with a dog in Winter Garden - 8% of vacation rentals allow pets.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Winter Garden TripAdvisor Vacation Rentals in Winter Garden Vrbo Vacation Rentals in Winter Garden VacationRentals.com Vacation Rentals in Winter Garden HouseTrip Vacation Rentals in Winter Garden FlipKey Vacation Rentals in Winter Garden Homestay.com Vacation Rentals in Winter Garden Only-apartments Vacation Rentals in Winter Garden Interhome Vacation Rentals in Winter Garden Novasol Vacation Rentals in Winter Garden HomeEscape Vacation Rentals in Winter Garden

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