Find Vacation Rentals in Winter Garden

We have 101 properties to choose from
Winter Garden
Anytime
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Winter Garden
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Popular Winter Garden Vacation Rentals

Find the perfect Winter Garden vacation rental

Cottage Winter Garden
$181 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (103 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
House Winter Garden
$167 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (93 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
Cottage Winter Garden
$153 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (20 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
House Winter Garden
$106 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (32 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
House Winter Garden
$171 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (11 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
Cottage Winter Garden
$234 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (5 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
Apartment Winter Garden
$81 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.5
Excellent (4 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
House Winter Garden
$71 per night
House ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding (9 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
Apartment Winter Garden
$81 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding (9 ratings)
Winter Garden, Orange County, Florida, United States
Details
Vrbo
Details
Details
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Vacation rentals and apartments with air conditioning

House  Winter Garden
$135 per night
House ∙ 5 guests ∙ 2 bedrooms
Winter Garden, Orange County, Florida, United States
Air conditioning
Details
HomeToGo
Details
Details
Cottage  Winter Garden
$208 per night
Cottage ∙ 7 guests ∙ 3 bedrooms
Winter Garden, Orange County, Florida, United States
Air conditioning
Details
HomeToGo
Details
Details
House  Winter Garden
$155 per night
House ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (104 ratings)
Winter Garden, Orange County, Florida, United States
Air conditioning
Details
Vrbo
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Apartments and vacation rentals with a kitchen

House  Winter Garden
-9%
$167
$152 per night
House ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding (93 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
Details
HomeToGo
Details
Details
Cottage  Winter Garden
$140 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (20 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
Details
HomeToGo
Details
Details
House  Winter Garden
$138 per night
House ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding (104 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
Details
HomeToGo
Details
Details
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Vacation rentals with Wi-Fi

Cottage  Winter Garden
$173 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (103 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
HomeToGo
Details
Details
House  Winter Garden
$449 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding (30 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
Vrbo
Details
Details
House  Winter Garden
$147 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (14 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the average price per night for accommodation in Winter Garden?

In Winter Garden, vacation rentals start at $71 per night.

Can I see all vacation rentals that are available in Winter Garden?

Currently, there are 101 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winter Garden

Find the best Winter Garden vacation rentals on Tripping.com. With over 49 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Winter Garden range from $34 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 32 homes in Winter Garden offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 22 rentals with pool or jacuzzi, or relax with the family in one of the 34 homes with cable TV. For all those pet owners with dogs or cats, Winter Garden offers 12 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 6 vacation rental sites in Winter Garden where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 15 HomeAway rentals, 10 TripAdvisor short term rentals and 8 Booking.com vacation rentals.

Popular Day Trips Near Winter Garden

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