Vacation Rentals & Villas in Winter Garden

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2,225 villas

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Spend the Holidays in the Heart of the Orlando District

Winter Garden studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Linen provided

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Price per night from

$114

Beautiful one bedroom apartment seconds from Disney

Winter Garden villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$150

Great rentals within 20 miles that match your search

Lovely Vacation Home with Pool PP8902

Four Corners house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Linen provided

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Price per night from

$185

Gorgeous 4 BDRM Townhouse Villa Near Disney, Free Parking, Wi-Fi, Shared Pool

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$229

Beautiful 4 BDRM Villa near Disney with Parking and Wi-Fi Shared Pool Heated

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$229

Family friendly townhouse near local attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 5 minutes

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Price per night from

$109

Deluxe 2-bedroom Villa. All the comforts of home. Only 1 mile to Disney World!

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$295

Disney area Boutique 4BDRM Townhouse Free Parking, WiFi Shared Pool

Celebration house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$229

INCREDIBLE CONDO - JUST 2 MILES FROM DISNEY

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$132

A wonderful 4 bedroom villa with it own pool for a perfect family experience

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$216

A wonderful choice for a family Vacation, 4 bedrooms and it own pool

Four Corners villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$216

Luxury 3B/R Furnished Villa Near Disney, Free Parking & Wi-Fi Shared Pool

Celebration house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 53 minutes

Match: Linen provided

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Price per night from

$217

Westgate Vacation Villas (1- and 2-bedroom) with waterpark on property

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$181

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Price per night from

$183

Marriott's Cypress Harbour Orlando, Florida

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$178

Affordable 3 Bedrooms Home Close to Disney Parks

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$350

Golden Palms Resort 7 Bedroom Vacation Home with Pool (1921)

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 19

Responds fast! avg. 1 hour 59 minutes

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Price per night from

$345

3 Miles Disney, Gated Resort, 4BR/3BA/pool/spa, games room

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$228

Fine and fancy free

Orlando villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$917

Star Island Resort 3BR Dec 17-19, 15 Minutes from Walt Disney World

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

⭐ Sensational Large 7 Bedroom Home with Pool,Hot Tub,Games Rm, 5 Min Disney ⭐

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$402

W001: 10 Bed, London-Themed, SpongeBob, Secret VR Room

Reunion house

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 26

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Price per night from

$1,290

W318: 9 Bed, Avengers, Aladdin, Superhero Arcade

Reunion house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 24

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Price per night from

$1,253

SR005V: 9 Bed, Frozen, Incredibles, Ping Pong

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$419

W002: 6 Bed, Minions, Iron Man, 3rd Floor Suite

Reunion house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$533

SR006V: 8 Bed, Incredibles, Fashionista, Pool, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$452

SR009V: 8 Bed, Moana, Harry Potter, Ping Pong, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$462

SR011V: 9 Bed, Toy Story, Marvel- Avengers, Pool

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$401

SR013V: 9 Bed, Avengers, Frozen, Ping Pong

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$404

SR007V: 9 Bed, Star Wars, Toy Story, Ping Pong

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$314

SR010V: 9 Bed, Dinosaurs, Minions, Pool

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$314

SR015V: 9 Bed, Treehouse, Avengers, Ping Pong

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$402

SR008V: 9 Bed, Hunger Games, Toy Story, Ping Pong

Four Corners house

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

Match: Linen provided

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Price per night from

$314

SR012V: 8 Bed, Pandora, Dinosaur Fun, Ping Pong, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$302

SR017V: 8 Bed, Nintendo, Harry Potter, Pool, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$455

SR018V: 8 Bed, Pandora, Spongebob, Pool, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$302

SR014V: 8 Bed, Dinosaurs Fun, DC Comics, Pool, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$302

SR020V: 8 Bed, Princesses, Lego, Pool, Shuffle Board

Four Corners house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Linen provided

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Price per night from

$457

Viewing 38 of 2,225
rentals in Winter Garden

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