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Holiday Apartments in Winter Garden

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50 rentals in Winter Garden.
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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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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
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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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Downtown Winter Garden Cottage w/ Yard!, holiday rental in Winter Garden
Downtown Winter Garden Cottage w/ Yard!, holiday rental in Winter Garden
Downtown Winter Garden Cottage w/ Yard!, holiday rental in Winter Garden

Downtown Winter Garden Cottage w/ Yard!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pool home near all Central Florida attractions with a coffee bar, holiday rental in Winter Garden
Pool home near all Central Florida attractions with a coffee bar, holiday rental in Winter Garden
Pool home near all Central Florida attractions with a coffee bar, holiday rental in Winter Garden

Pool home near all Central Florida attractions with a coffee bar

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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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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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' 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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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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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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Beautiful Vacation Home 4 Miles from Disney, holiday rental in Winter Garden
Beautiful Vacation Home 4 Miles from Disney, holiday rental in Winter Garden
Beautiful Vacation Home 4 Miles from Disney, holiday rental in Winter Garden

Beautiful Vacation Home 4 Miles from Disney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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LAKEFRONT - kayak, fish, paddleboard, canoe -near Orlando, holiday rental in Winter Garden
LAKEFRONT - kayak, fish, paddleboard, canoe -near Orlando, holiday rental in Winter Garden
LAKEFRONT - kayak, fish, paddleboard, canoe -near Orlando, holiday rental in Winter Garden

LAKEFRONT - kayak, fish, paddleboard, canoe -near Orlando

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Home of Sweet Peace, holiday rental in Winter Garden
The Home of Sweet Peace, holiday rental in Winter Garden
The Home of Sweet Peace, holiday rental in Winter Garden

The Home of Sweet Peace

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4,000 sq. ft. Palace near Orlando, Disney and Universal, holiday rental in Winter Garden
4,000 sq. ft. Palace near Orlando, Disney and Universal, holiday rental in Winter Garden
4,000 sq. ft. Palace near Orlando, Disney and Universal, holiday rental in Winter Garden

4,000 sq. ft. Palace near Orlando, Disney and Universal

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Luxury Home - Heated Pool - 3D Movie Room - Near Disney & Universal Studios, holiday rental in Winter Garden
Luxury Home - Heated Pool - 3D Movie Room - Near Disney & Universal Studios, holiday rental in Winter Garden
Luxury Home - Heated Pool - 3D Movie Room - Near Disney & Universal Studios, holiday rental in Winter Garden

Luxury Home - Heated Pool - 3D Movie Room - Near Disney & Universal Studios

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Orlando's very cozy, 'Home by the Trails' in Ocoee Florida is a must see., holiday rental in Winter Garden
Orlando's very cozy, 'Home by the Trails' in Ocoee Florida is a must see., holiday rental in Winter Garden
Orlando's very cozy, 'Home by the Trails' in Ocoee Florida is a must see., holiday rental in Winter Garden

Orlando's very cozy, 'Home by the Trails' in Ocoee Florida is a must see.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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CASA TROPICAL VACATION GEM, holiday rental in Winter Garden
CASA TROPICAL VACATION GEM, holiday rental in Winter Garden
CASA TROPICAL VACATION GEM, holiday rental in Winter Garden

CASA TROPICAL VACATION GEM

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! 1-Story Apopka House w/ Private Lanai + Pool!, holiday rental in Winter Garden
NEW! 1-Story Apopka House w/ Private Lanai + Pool!, holiday rental in Winter Garden
NEW! 1-Story Apopka House w/ Private Lanai + Pool!, holiday rental in Winter Garden

NEW! 1-Story Apopka House w/ Private Lanai + Pool!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Disney 3 miles , Pet Friendly Lakefront, Private., holiday rental in Winter Garden
Disney 3 miles , Pet Friendly Lakefront, Private., holiday rental in Winter Garden
Disney 3 miles , Pet Friendly Lakefront, Private., holiday rental in Winter Garden

Disney 3 miles , Pet Friendly Lakefront, Private.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mid Century Gem Near Theme Parks, holiday rental in Winter Garden
Mid Century Gem Near Theme Parks, holiday rental in Winter Garden
Mid Century Gem Near Theme Parks, holiday rental in Winter Garden

Mid Century Gem Near Theme Parks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Oak View Place.., holiday rental in Winter Garden
The Oak View Place.., holiday rental in Winter Garden
The Oak View Place.., holiday rental in Winter Garden

The Oak View Place..

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Key West Lakehouse Close to Universal/Disney!!!, holiday rental in Winter Garden
Key West Lakehouse Close to Universal/Disney!!!, holiday rental in Winter Garden
Key West Lakehouse Close to Universal/Disney!!!, holiday rental in Winter Garden

Key West Lakehouse Close to Universal/Disney!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Family Size Home Centrally Located to Attractions, holiday rental in Winter Garden
Family Size Home Centrally Located to Attractions, holiday rental in Winter Garden
Family Size Home Centrally Located to Attractions, holiday rental in Winter Garden

Family Size Home Centrally Located to Attractions

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Tiny Home Near Disney, holiday rental in Winter Garden
Tiny Home Near Disney, holiday rental in Winter Garden
Tiny Home Near Disney, holiday rental in Winter Garden

Tiny Home Near Disney

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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House 3 mins to Universal,Intl Drive, holiday rental in Winter Garden
House 3 mins to Universal,Intl Drive, holiday rental in Winter Garden
House 3 mins to Universal,Intl Drive, holiday rental in Winter Garden

House 3 mins to Universal,Intl Drive

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Two bedroom near Disney, holiday rental in Winter Garden
Two bedroom near Disney, holiday rental in Winter Garden
Two bedroom near Disney, holiday rental in Winter Garden

Two bedroom near Disney

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Orlando Centrally Located Luxury Home with Pool!, holiday rental in Winter Garden
Orlando Centrally Located Luxury Home with Pool!, holiday rental in Winter Garden
Orlando Centrally Located Luxury Home with Pool!, holiday rental in Winter Garden

Orlando Centrally Located Luxury Home with Pool!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Big Family House in nice neighborhood 5 minutes from Universal, holiday rental in Winter Garden
Big Family House in nice neighborhood 5 minutes from Universal, holiday rental in Winter Garden
Big Family House in nice neighborhood 5 minutes from Universal, holiday rental in Winter Garden

Big Family House in nice neighborhood 5 minutes from Universal

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful villa close to Disney situated in Orlando's finest suburb, holiday rental in Winter Garden
Beautiful villa close to Disney situated in Orlando's finest suburb, holiday rental in Winter Garden
Beautiful villa close to Disney situated in Orlando's finest suburb, holiday rental in Winter Garden

Beautiful villa close to Disney situated in Orlando's finest suburb

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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LUXURY Town Center Villa Disney Studio APT, holiday rental in Winter Garden
LUXURY Town Center Villa Disney Studio APT, holiday rental in Winter Garden
LUXURY Town Center Villa Disney Studio APT, holiday rental in Winter Garden

LUXURY Town Center Villa Disney Studio APT

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Home in the Heart of Orlando!, holiday rental in Winter Garden
Private Home in the Heart of Orlando!, holiday rental in Winter Garden
Private Home in the Heart of Orlando!, holiday rental in Winter Garden

Private Home in the Heart of Orlando!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Villa in exclusive Orlando suburb, holiday rental in Winter Garden
Beautiful Villa in exclusive Orlando suburb, holiday rental in Winter Garden
Beautiful Villa in exclusive Orlando suburb, holiday rental in Winter Garden

Beautiful Villa in exclusive Orlando suburb

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Perfect Home Away-Orlando King size Bed , holiday rental in Winter Garden
Perfect Home Away-Orlando King size Bed , holiday rental in Winter Garden
Perfect Home Away-Orlando King size Bed , holiday rental in Winter Garden

Perfect Home Away-Orlando King size Bed

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Orlando Luxury home with Swimming Pool!, holiday rental in Winter Garden
Orlando Luxury home with Swimming Pool!, holiday rental in Winter Garden
Orlando Luxury home with Swimming Pool!, holiday rental in Winter Garden

Orlando Luxury home with Swimming Pool!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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1 Bedroom, 1 Bath Park Model Near Disney, holiday rental in Winter Garden
1 Bedroom, 1 Bath Park Model Near Disney, holiday rental in Winter Garden
1 Bedroom, 1 Bath Park Model Near Disney, holiday rental in Winter Garden

1 Bedroom, 1 Bath Park Model Near Disney

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Newly renovated bathrooms. Pool, Beach and Fishing Dock on Beautiful Lake Louisa, holiday rental in Winter Garden
Newly renovated bathrooms. Pool, Beach and Fishing Dock on Beautiful Lake Louisa, holiday rental in Winter Garden
Newly renovated bathrooms. Pool, Beach and Fishing Dock on Beautiful Lake Louisa, holiday rental in Winter Garden

Newly renovated bathrooms. Pool, Beach and Fishing Dock on Beautiful Lake Louisa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Large 4 Bedroom House with heated Pool. Sleeps 8. Close to Metro West, holiday rental in Winter Garden
Large 4 Bedroom House with heated Pool. Sleeps 8. Close to Metro West, holiday rental in Winter Garden
Large 4 Bedroom House with heated Pool. Sleeps 8. Close to Metro West, holiday rental in Winter Garden

Large 4 Bedroom House with heated Pool. Sleeps 8. Close to Metro West

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Complete apartment 1 queen bed and 1 bed sofa, holiday rental in Winter Garden
Complete apartment 1 queen bed and 1 bed sofa, holiday rental in Winter Garden
Complete apartment 1 queen bed and 1 bed sofa, holiday rental in Winter Garden

Complete apartment 1 queen bed and 1 bed sofa

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Spectacular Disney Villa, holiday rental in Winter Garden
Spectacular Disney Villa, holiday rental in Winter Garden
Spectacular Disney Villa, holiday rental in Winter Garden

Spectacular Disney Villa

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Cozy 2 BD Condo in Prime Area w King Size Bed, holiday rental in Winter Garden
Cozy 2 BD Condo in Prime Area w King Size Bed, holiday rental in Winter Garden
Cozy 2 BD Condo in Prime Area w King Size Bed, holiday rental in Winter Garden

Cozy 2 BD Condo in Prime Area w King Size Bed

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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10 Minutes from World Class Golf and Attractions, holiday rental in Winter Garden
10 Minutes from World Class Golf and Attractions, holiday rental in Winter Garden
10 Minutes from World Class Golf and Attractions, holiday rental in Winter Garden

10 Minutes from World Class Golf and Attractions

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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One bedroom with carport near Disney, holiday rental in Winter Garden
One bedroom with carport near Disney, holiday rental in Winter Garden
One bedroom with carport near Disney, holiday rental in Winter Garden

One bedroom with carport near Disney

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Splendid 3 Bd Close to Disney * Magic Village 7527, holiday rental in Winter Garden
Splendid 3 Bd Close to Disney * Magic Village 7527, holiday rental in Winter Garden
Splendid 3 Bd Close to Disney * Magic Village 7527, holiday rental in Winter Garden

Splendid 3 Bd Close to Disney * Magic Village 7527

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise, holiday rental in Winter Garden
Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise, holiday rental in Winter Garden
Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise, holiday rental in Winter Garden

Pool, Jacuzzi, Cabana Oh My!! Welcome to Paradise

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy 3 bedroom second floor unit, holiday rental in Winter Garden
Cozy 3 bedroom second floor unit, holiday rental in Winter Garden
Cozy 3 bedroom second floor unit, holiday rental in Winter Garden

Cozy 3 bedroom second floor unit

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Pool Home With Game Room, Just 8 Miles to Disney and Universal!!!, holiday rental in Winter Garden
Renovated Pool Home With Game Room, Just 8 Miles to Disney and Universal!!!, holiday rental in Winter Garden
Renovated Pool Home With Game Room, Just 8 Miles to Disney and Universal!!!, holiday rental in Winter Garden

Renovated Pool Home With Game Room, Just 8 Miles to Disney and Universal!!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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3 bed 2 bath home with pool close to universal and Disney open kitchen, holiday rental in Winter Garden
3 bed 2 bath home with pool close to universal and Disney open kitchen, holiday rental in Winter Garden
3 bed 2 bath home with pool close to universal and Disney open kitchen, holiday rental in Winter Garden

3 bed 2 bath home with pool close to universal and Disney open kitchen

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Mid-century Modern Villa w/  Pool Near Universal, holiday rental in Winter Garden
Mid-century Modern Villa w/  Pool Near Universal, holiday rental in Winter Garden
Mid-century Modern Villa w/  Pool Near Universal, holiday rental in Winter Garden

Mid-century Modern Villa w/ Pool Near Universal

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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La Paradis

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing 3 br 2 ba Close 2 Universal / Disney /All, holiday rental in Winter Garden
Amazing 3 br 2 ba Close 2 Universal / Disney /All, holiday rental in Winter Garden
Amazing 3 br 2 ba Close 2 Universal / Disney /All, holiday rental in Winter Garden

Amazing 3 br 2 ba Close 2 Universal / Disney /All

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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