Winter Garden Vacation Rentals - HolidayHomes base64Hash Winter Garden Vacation Rentals - HolidayHomes

Winter Garden Vacation Rentals

Browse 123 available vacation homes and compared across 5 trusted partners

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Top-Rated Vacation rentals in Winter Garden

Book the highest-rated Winter Garden vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
House Winter Garden

House with yard, patio & barbeque

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Cabin Winter Garden

Family-friendly pleasant cottage with yard & patio | Suitable for remote work | Pets allowed

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House Winter Garden

Family-friendly lovely vacation home with grill, garden & patio | Good for workation

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House Winter Garden

Children-friendly nice house with garden, grill & private pool | Perfect for remote work | Pets allowed

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Apartment Winter Garden

Holiday apartment with barbecue & yard | Suitable for remote work

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Apartment Winter Garden

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

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House Winter Garden

Nice house with garden

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House Winter Garden

Family-friendly big vacation home with terrace, garden & grill | City view | Suitable for remote work | Pets are welcome

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Villa Winter Garden

Enchanted 3 Bedroom Home near Downtown Winter Garden

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Cabin Winter Garden

Cottage with patio & garden

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House Winter Garden

Mid Century Hipster

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Cabin Winter Garden

Family-friendly nice cottage with garden

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House Winter Garden

Fire Pit & Yard: Updated Winter Garden Home!

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House Winter Garden

Vacation home with BBQ & garden | Good for workation

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House Winter Garden

Downtown Winter Garden bungalow with private putting green and fire pit

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Top 15 most Recommended Vacation Rentals in Winter Garden

Discover your ideal Winter Garden vacation rental with real-time comparisons of 123 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
Villa Winter Garden
Villa ∙ 8 guests ∙ 2 bedrooms

Villa with jacuzzi & pool

Winter Garden, Orange County, Florida, United States
This spacious Villa in Winter Garden accommodates 8 guests and features a private pool for relaxation and entertainment.
from $384
per night
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Mobile home Winter Garden
Mobile home ∙ 5 guests ∙ 2 bedrooms

Mobile home with 2 bedrooms for 5 persons

Winter Garden, Orange County, Florida, United States
This RV rental in Winter Garden accommodates 5 guests and features a fully equipped kitchen for convenient cooking.
from $84
per night
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House Winter Garden
House ∙ 2 guests ∙ 1 bedroom

House with 1 bedroom for 2 persons

Winter Garden, Orange County, Florida, United States
Cozy house rental in Winter Garden for 2 featuring a modern kitchen with stainless steel appliances.
from $150
per night
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Apartment Winter Garden
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with garden | Pets are welcome

Winter Garden, Orange County, Florida, United States
Cozy apartment rental for 2 in Winter Garden featuring a refreshing pool for relaxation and leisure.
from $101
per night
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Apartment Winter Garden
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment | City view | Good for workation

Winter Garden, Orange County, Florida, United States
Cozy apartment rental in Winter Garden for 2 with a kitchen and parking available.
from $95
per night
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Apartment Winter Garden
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with garden | Dogs allowed

Winter Garden, Orange County, Florida, United States
This apartment rental in Winter Garden accommodates 2 and features a kitchen for convenient living.
from $101
per night
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Apartment Winter Garden
Apartment ∙ 4 guests ∙ 1 bedroom

Family-oriented spacious holiday apartment with pool | City view | Suitable for remote work

Winter Garden, Orange County, Florida, United States
This family-friendly apartment rental in Winter Garden accommodates 4 and features a refreshing pool for relaxation.
from $248
per night
(6)
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Apartment Winter Garden
Apartment ∙ 4 guests ∙ 1 bedroom

Family-friendly apartment with pool | City view | Suitable for remote work

Winter Garden, Orange County, Florida, United States
This family-friendly apartment rental in Winter Garden accommodates 4 and features a relaxing balcony for outdoor enjoyment.
from $241
per night
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Apartment Winter Garden
Apartment ∙ 4 guests ∙ 1 bedroom

Child-friendly charming apartment with pool | City view | Good for workation

Winter Garden, Orange County, Florida, United States
This Winter Garden apartment rental accommodates 4 and features a spacious balcony for relaxing outdoors.
from $240
per night
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