Vacation Rentals & Villas in Winter Garden

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751 villas

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Beautiful one bedroom apartment seconds from Disney

Winter Garden villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Balcony or terrace

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Price per night from

$149

Great rentals within 20 miles that match your search

Modern Rustic Lakefront Condo at the Blue Heron Resort - just 1 mi. to Disney!

Lake Buena Vista condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Balcony or terrace

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Price per night from

$182

2615 Luxury 9 bedroom home with private pool

Kissimmee house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 21

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$570

Disney Area Gem-Tropical Rosalee

Four Corners apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$126

Gorgeous 4 Bd Close to Disney * 5156 Compass Bay Resort

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Balcony or terrace

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Price per night from

$133

Amazing 4 Bd Close to Disney * 5162C Compass Bay Resort

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Balcony or terrace

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Price per night from

$123

Stunning 4 Bd Close to Disney * 5146 Compass Bay

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$119

Family Friendly 4 Bd Close to Disney * 5158 Compass Bay Resort

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Balcony or terrace

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Price per night from

$133

Breathtaking 4 Bd Close to Disney * 5160 Compass Bay Resort

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Balcony or terrace

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Price per night from

$133

Marvelous 4 Bd Close to Disney * 5166 Compass Bay

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Balcony or terrace

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Price per night from

$133

Fantastic 4Bd Close to Disney * 8923 West Lucaya Resort

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$136

Charming 3Bd Close to Disney * 3109 Sun Lake

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$139

Fabulous 3Bd Close to Disney * Oakwater Resort 7525

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$105

Splendid 5Bd Close to Disney * 2420 Coral Cay

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$140

LifeBESPOKEn

Mount Dora house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$183

Family friendly townhouse at Regal Palms Resort

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$148

Stunning 4 Bd w/ GameRoom Close to Disney 5110

Lake Buena Vista house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$129

Gorgeous 2Bd Apto Close to Disney * Storey Lake ********

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$133

Marvelous 4 Bd Close to Disney * Magic Village A7457

Celebration house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$168

Natural Paradise/3 miles to Disney/Family Fun

Celebration townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$149

Wildlife Encounters/3 miles to Disney/Waterslides!

Celebration townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$172

Disney Area Vacation * Kissimmee *

Four Corners villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$252

Key West Like Resort DIsney Area *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$229

1st FLOOR * Resort Near Disney * West Kissimmee *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

Disney * Kissimmee Area Villa * Beach * 4 Pools *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

1 level Pool/Beach Side Disney Area Resort Villa

Davenport villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

1st floor Disney Area Villa * Beach * Pools *

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$229

Gorgeous 4 Bd Close to Disney * Magic Village 3114

Celebration apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$142

Lovely Villa in a central location to parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$229

Disney/ Orlando area Resort 3 BR/2 Ba condo/ sleeps 6

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$159

Gated Luxury Villa near Disney World

Reunion villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$229

Marriott Cypress Harbour Week Rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Balcony or terrace

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Price per night from

$244

Entire 4BD Home/Near Disney/BBQ/Parking/Wi-Fi/Shared Pool Heated/Great Layout

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Balcony or terrace

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Price per night from

$246

Near Disney Resort Type 3 Bedroom charm, free Parking & Wi-Fi

Celebration townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Balcony or terrace

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Price per night from

$228

Mickeys Hideaway at Windsor Hills Resort

Reunion condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Balcony or terrace

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Price per night from

$143

Villa Westgate Lakes Resorts

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$166

Brand new property at Solara Resort (SAS1871)

Four Corners house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Balcony or terrace

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Price per night from

$250

STUDIO IN INTERNATIONAL DRIVE AND UNIVERSAL STUDIOS

Celebration apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Balcony or terrace

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Price per night from

$137

Viewing 38 of 751
rentals in Winter Garden

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