1 - 29 of 29

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Areas near Winter Park

1 / 37

Travel Themed Getaway Orlando / Winter Park

  • 1
  • 2
  • Min stay varies

$76

Details

1 / 27

Winter Park-College Park-Orlando-1

  • 1
  • 2
  • Min stay varies

$81

Details

1 / 20

Winter Park-College Park-Orlando -2

  • 1
  • 2
  • Min stay varies

$81

Details

1 / 35

The Cottage on Lake Fairview, Orlando.

  • 3
  • 6
  • 3 nights min

$351

Details

1 / 27

Surfs Up Theme - Winter Park/Orlando

  • 1
  • 2
  • Min stay varies

$76

Details

1 / 22

Botanical Gardens - Orlando / Winter Park

  • 1
  • 2
  • Min stay varies

$81

Details

1 / 24

Cozy 3BR Maitland House - 30 Mins to Disney!

  • 3
  • 6
  • Min stay varies

$105

Details

1 / 23

LUXURY 4BR/3BA SOUTH FACING POOL/SPA, GREAT AMENITIES

  • 4
  • 8
  • Min stay varies

$160

Details

1 / 34

Walk to Disney world! Full kitchen sleeps 6!

  • 2
  • 6
  • 7 nights min

$114

Details

1 / 35

"Lakeside" in old Winter Park (exclusive 32789zip)

  • 4
  • 8
  • Min stay varies

$595

Details

1 / 22

(3LVA53DC74) LUCAYA RESORT NEAR DISNEY

  • 3
  • 7
  • 1 night min

$100

Details

1 / 13

2br - 1000ft2 - Winter Park House

  • 2
  • 5
  • 7 nights min

$144

Details

1 / 40

Renovated Lakefront Cottage -Great Location!

  • 1
  • 4
  • 1 night min

$99

Details

1 / 24

Turquoise Paradise

  • 1
  • 3
  • 1 night min

$46

Details

1 / 30

HOME IN THE HEART OF ORLANDO. LIVE LIKE A LOCAL

  • 3
  • 6
  • Min stay varies

$211

Details

1 / 44

A great little apartment in College Park, Orlando.

  • 1
  • 3
  • 3 nights min

$90

Details

1 / 23

Luxury Home in Exclusive Neighborhood

  • 4
  • 8
  • 4 nights min

$376

Details

1 / 27

Lakefront Cottage - Orlando - Baldwin Park

  • 1
  • 2
  • 3 nights min

$90

Details

1 / 18

Lakefront Home - Winter Park / College Park

  • 4
  • 10
  • 3 nights min

$275

Details

1 / 15

beautiful 3/3 pool

  • 3
  • 6
  • 1 night min

$351

Details

1 / 11

Winter Park Home With Hints Of Florida Keys

  • 2
  • 3
  • Min stay varies

$100

Details

1 / 20

New on the Market! Spotless Lakeside Home

  • 3
  • 6
  • Min stay varies

$245

Details

1 / 29

A great loft apartment in College Park, Orlando.

  • 1
  • 2
  • 3 nights min

$90

Details

1 / 14

Brand new, modern, and spotless!

  • 3
  • 8
  • 5 nights min

$196

Details

1 / 9

Welcome home to Winter Park!

  • 1
  • 2
  • 3 nights min

$85

Details

1 / 11

2br - 2200ft2 - Beautiful one story 2 bed/3bath

  • 2
  • 4
  • 7 nights min

$315

Details

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Central Orlando Location

  • 1
  • 4
  • 3 nights min

$81

Details

1 / 18

Beautiful Garage Apartment Just North Of Downtown

  • 1
  • 2
  • 4 nights min

$115

Details

1 / 30

Solana 6Br/5.5Bt Villa with Pool, Games

  • 6
  • 12
  • 2 nights min

$231

Details

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