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Holiday Rentals in Winter Garden

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Bedrooms

Bathrooms

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Distinctive Features

Distance from

5 km
29 rentals in Winter Garden.
Spend the Holidays in the Heart of the Orlando District, holiday rental in Winter Garden
Spend the Holidays in the Heart of the Orlando District, holiday rental in Winter Garden
Spend the Holidays in the Heart of the Orlando District, holiday rental in Winter Garden

Spend the Holidays in the Heart of the Orlando District

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Downtown Winter Garden Cottage, Near Theme Parks!, holiday rental in Winter Garden
Downtown Winter Garden Cottage, Near Theme Parks!, holiday rental in Winter Garden
Downtown Winter Garden Cottage, Near Theme Parks!, holiday rental in Winter Garden

Downtown Winter Garden Cottage, Near Theme Parks!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!, holiday rental in Winter Garden
Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!, holiday rental in Winter Garden
Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!, holiday rental in Winter Garden

Spacious Winter Garden Home w/ BBQ, Walk to Dwtn!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Bungalow w/ Gas BBQ, Short Walk to Downtown, holiday rental in Winter Garden
Modern Bungalow w/ Gas BBQ, Short Walk to Downtown, holiday rental in Winter Garden
Modern Bungalow w/ Gas BBQ, Short Walk to Downtown, holiday rental in Winter Garden

Modern Bungalow w/ Gas BBQ, Short Walk to Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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WATERFRONTWinterGdnHSE+VIEWS+Dock+Wildlife+Firepit, holiday rental in Winter Garden
WATERFRONTWinterGdnHSE+VIEWS+Dock+Wildlife+Firepit, holiday rental in Winter Garden
WATERFRONTWinterGdnHSE+VIEWS+Dock+Wildlife+Firepit, holiday rental in Winter Garden

WATERFRONTWinterGdnHSE+VIEWS+Dock+Wildlife+Firepit

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Winter Garden Vacation Rental ~ 12 Mi to Disney, holiday rental in Winter Garden
Winter Garden Vacation Rental ~ 12 Mi to Disney, holiday rental in Winter Garden
Winter Garden Vacation Rental ~ 12 Mi to Disney, holiday rental in Winter Garden

Winter Garden Vacation Rental ~ 12 Mi to Disney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Modern Winter Garden Cottage: 16 Mi to Disney, holiday rental in Winter Garden
Modern Winter Garden Cottage: 16 Mi to Disney, holiday rental in Winter Garden
Modern Winter Garden Cottage: 16 Mi to Disney, holiday rental in Winter Garden

Modern Winter Garden Cottage: 16 Mi to Disney

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Large Studio Apartment near Disney and Universal, holiday rental in Winter Garden
Large Studio Apartment near Disney and Universal, holiday rental in Winter Garden
Large Studio Apartment near Disney and Universal, holiday rental in Winter Garden

Large Studio Apartment near Disney and Universal

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cute studio in Downtown Winter Garden on the Bike Trail, holiday rental in Winter Garden
Cute studio in Downtown Winter Garden on the Bike Trail, holiday rental in Winter Garden
Cute studio in Downtown Winter Garden on the Bike Trail, holiday rental in Winter Garden

Cute studio in Downtown Winter Garden on the Bike Trail

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Private Room With Private Entrance, holiday rental in Winter Garden
Modern Private Room With Private Entrance, holiday rental in Winter Garden
Modern Private Room With Private Entrance, holiday rental in Winter Garden

Modern Private Room With Private Entrance

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Studio in Historic Downtown Winter Garden, holiday rental in Winter Garden
Cozy Studio in Historic Downtown Winter Garden, holiday rental in Winter Garden
Cozy Studio in Historic Downtown Winter Garden, holiday rental in Winter Garden

Cozy Studio in Historic Downtown Winter Garden

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Private Guest Suite Historic Downtown Winter Garden, holiday rental in Winter Garden
Cozy Private Guest Suite Historic Downtown Winter Garden, holiday rental in Winter Garden
Cozy Private Guest Suite Historic Downtown Winter Garden, holiday rental in Winter Garden

Cozy Private Guest Suite Historic Downtown Winter Garden

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Our RV is located in winter garden near downtown, holiday rental in Winter Garden
Our RV is located in winter garden near downtown, holiday rental in Winter Garden
Our RV is located in winter garden near downtown, holiday rental in Winter Garden

Our RV is located in winter garden near downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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1 Bedroom Apartment (420740) by Houzlet, holiday rental in Winter Garden
1 Bedroom Apartment (420740) by Houzlet, holiday rental in Winter Garden
1 Bedroom Apartment (420740) by Houzlet, holiday rental in Winter Garden

1 Bedroom Apartment (420740) by Houzlet

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Chic Studio on the Bike Trail, holiday rental in Winter Garden
Chic Studio on the Bike Trail, holiday rental in Winter Garden
Chic Studio on the Bike Trail, holiday rental in Winter Garden

Chic Studio on the Bike Trail

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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4 Bedroom, 3 Bath Home has 2,602 Square Feet, holiday rental in Winter Garden
4 Bedroom, 3 Bath Home has 2,602 Square Feet, holiday rental in Winter Garden
4 Bedroom, 3 Bath Home has 2,602 Square Feet, holiday rental in Winter Garden

4 Bedroom, 3 Bath Home has 2,602 Square Feet

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 Bedroom Apartment (420736) by Houzlet, holiday rental in Winter Garden
2 Bedroom Apartment (420736) by Houzlet, holiday rental in Winter Garden
2 Bedroom Apartment (420736) by Houzlet, holiday rental in Winter Garden

2 Bedroom Apartment (420736) by Houzlet

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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House with large deck, walking distance to Historic Downtown Winter Garden, holiday rental in Winter Garden
House with large deck, walking distance to Historic Downtown Winter Garden, holiday rental in Winter Garden
House with large deck, walking distance to Historic Downtown Winter Garden, holiday rental in Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Large garage apartment in Winter Garden that sleeps four., holiday rental in Winter Garden
Large garage apartment in Winter Garden that sleeps four., holiday rental in Winter Garden
Large garage apartment in Winter Garden that sleeps four., holiday rental in Winter Garden

Large garage apartment in Winter Garden that sleeps four.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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10 mins to theme park! Family size spacious house with loft., holiday rental in Winter Garden
10 mins to theme park! Family size spacious house with loft., holiday rental in Winter Garden
10 mins to theme park! Family size spacious house with loft., holiday rental in Winter Garden

10 mins to theme park! Family size spacious house with loft.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Updated Winter Garden Home w/ Yard & Fire Pit!, holiday rental in Winter Garden
Updated Winter Garden Home w/ Yard & Fire Pit!, holiday rental in Winter Garden
Updated Winter Garden Home w/ Yard & Fire Pit!, holiday rental in Winter Garden

Updated Winter Garden Home w/ Yard & Fire Pit!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mid Century Hipster, holiday rental in Winter Garden
Mid Century Hipster, holiday rental in Winter Garden
Mid Century Hipster, holiday rental in Winter Garden

Mid Century Hipster

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 2 � Oasis 2acres 10mins from Disney, holiday rental in Winter Garden
3 2 � Oasis 2acres 10mins from Disney, holiday rental in Winter Garden
3 2 � Oasis 2acres 10mins from Disney, holiday rental in Winter Garden

3 2 � Oasis 2acres 10mins from Disney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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True Whimsical Lakefront Getaway; Loved By Returning Snowbirds!, holiday rental in Winter Garden
True Whimsical Lakefront Getaway; Loved By Returning Snowbirds!, holiday rental in Winter Garden
True Whimsical Lakefront Getaway; Loved By Returning Snowbirds!, holiday rental in Winter Garden

True Whimsical Lakefront Getaway; Loved By Returning Snowbirds!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pet friendly Botanical Florida house w/back deck/fence in heart of Winter Garden, holiday rental in Winter Garden
Pet friendly Botanical Florida house w/back deck/fence in heart of Winter Garden, holiday rental in Winter Garden
Pet friendly Botanical Florida house w/back deck/fence in heart of Winter Garden, holiday rental in Winter Garden

Pet friendly Botanical Florida house w/back deck/fence in heart of Winter Garden

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury 3BR King/Queen Free Parking Near Disney, holiday rental in Winter Garden
Luxury 3BR King/Queen Free Parking Near Disney, holiday rental in Winter Garden
Luxury 3BR King/Queen Free Parking Near Disney, holiday rental in Winter Garden

Luxury 3BR King/Queen Free Parking Near Disney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Your Enchanted Winter Garden Home ***SANITIZED***, holiday rental in Winter Garden
Your Enchanted Winter Garden Home ***SANITIZED***, holiday rental in Winter Garden
Your Enchanted Winter Garden Home ***SANITIZED***, holiday rental in Winter Garden

Your Enchanted Winter Garden Home ***SANITIZED***

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful one bedroom apartment seconds from Disney, holiday rental in Winter Garden
Beautiful one bedroom apartment seconds from Disney, holiday rental in Winter Garden
Beautiful one bedroom apartment seconds from Disney, holiday rental in Winter Garden

Beautiful one bedroom apartment seconds from Disney

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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' Special' 5 Star Vacation Home Near Attractions, holiday rental in Winter Garden
' Special' 5 Star Vacation Home Near Attractions, holiday rental in Winter Garden
' Special' 5 Star Vacation Home Near Attractions, holiday rental in Winter Garden

' Special' 5 Star Vacation Home Near Attractions

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-29 of 29
Frequently Asked Questions about Winter Garden