Find Vacation Rentals in Winter Garden

We have 286 properties to choose from
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Popular Winter Garden Vacation Rentals

Find the perfect Winter Garden vacation rental

House Winter Garden
from $169 per night
House ∙ 4 guests ∙ 2 bedrooms

92 m² House

4.9
Outstanding(99 ratings)
Winter Garden, Orange County, Florida, United States
Details
House Winter Garden
from $148 per night
House ∙ 6 guests ∙ 3 bedrooms

130 m² House

4.9
Outstanding(18 ratings)
Winter Garden, Orange County, Florida, United States
Details
House Winter Garden
from $181 per night
House ∙ 4 guests ∙ 2 bedrooms

116 m² House

4.9
Outstanding(31 ratings)
Winter Garden, Orange County, Florida, United States
Details
House Winter Garden
from $139 per night
House ∙ 4 guests ∙ 2 bedrooms

59 m² House

5.0
Outstanding(117 ratings)
Winter Garden, Orange County, Florida, United States
Details
Cottage Winter Garden
from $145 per night
Cottage ∙ 4 guests ∙ 1 bedroom

48 m² Cottage

4.9
Outstanding(26 ratings)
Winter Garden, Orange County, Florida, United States
Details
House Winter Garden
from $161 per night
House ∙ 4 guests ∙ 3 bedrooms

93 m² House

4.9
Outstanding(99 ratings)
Winter Garden, Orange County, Florida, United States
Details
Cottage Winter Garden
from $138 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

49 m² Cottage

4.9
Outstanding(26 ratings)
Winter Garden, Orange County, Florida, United States
Details
House Winter Garden
from $223 per night
House ∙ 4 guests ∙ 2 bedrooms

155 m² House

Winter Garden, Orange County, Florida, United States
Details
Cottage Winter Garden
from $178 per night
Cottage ∙ 7 guests ∙ 3 bedrooms

111 m² Cottage

Winter Garden, Orange County, Florida, United States
Details
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Vacation rentals with Wi-Fi

House  Winter Garden
from $441 per night
House ∙ 8 guests ∙ 5 bedrooms

210 m² House

5.0
Outstanding(41 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
House  Winter Garden
from $279 per night
10 guests ∙ 5 bedrooms

House

5.0
Outstanding(4 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
Apartment  Winter Garden
from $116 per night
3 guests ∙ 1 bedroom

Apartment

5.0
Outstanding(5 ratings)
Winter Garden, Orange County, Florida, United States
Internet
Details
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Vacation rentals and apartments with air conditioning

House  Winter Garden
from $154 per night
5 guests ∙ 2 bedrooms

House

5.0
Outstanding(2 ratings)
Winter Garden, Orange County, Florida, United States
Air conditioning
Details
Villa  Winter Garden
from $143 per night
5 guests ∙ 2 bedrooms

Villa

5.0
Outstanding(2 ratings)
Winter Garden, Orange County, Florida, United States
Air conditioning
Details
House  Winter Garden
from $315 per night
8 guests ∙ 2 bedrooms

House

Winter Garden, Orange County, Florida, United States
Air conditioning
Details
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Apartments and vacation rentals with a kitchen

House  Winter Garden
from $174 per night
3 guests ∙ 1 bedroom

House

5.0
Outstanding(8 ratings)
Winter Garden, Orange County, Florida, United States
Kitchen
Details
House  Winter Garden
from $191 per night
4 guests ∙ 2 bedrooms

House

Winter Garden, Orange County, Florida, United States
Kitchen
Details
House  Winter Garden
from $152 per night
2 guests ∙ 1 bedroom

House

Winter Garden, Orange County, Florida, United States
Kitchen
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 $74 per night.

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

Currently, there are 286 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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