Longwood Vacation Rentals, Houses & More


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Areas near Longwood

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1 / 14

Eagles Nest - North of Orlando

  • 5
  • 10
  • Min stay varies

$140

Details

1 / 19

Gorgeous 2BR/2BA Rental - Close to Disney

  • 2
  • 5
  • 2 nights min

$129

Details

1 / 11

Storey Lake - 4819 Brier Rose Lane ~ RA73639

  • 4
  • 8
  • Min stay varies

$125

Details

Great rentals within 30 miles that match your search

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1 / 10

3 BD Furnished Quaint Altamonte / North Orlando

  • 3
  • 6
  • 5 nights min

$100

Details

1 / 24

Recent Upgrades! Cozy 1BR Fern Park House w/Swimming Pool & Screened Porch

  • 1
  • 4
  • Min stay varies

$99

Details

1 / 5

3/2 Beautiful Orlando Condo, Altamonte Springs area

  • 3
  • 6
  • 4 nights min

$315

Details

1 / 18

Warm and Inviting. Ideally located, 3BR/2BA Home

  • 3
  • 8
  • 4 nights min

$200

Details

1 / 18

Orlando area pool hame in Maitland

  • 2
  • 4
  • 3 nights min

$150

Details

1 / 41

Storey Lake Resort - 4BD/3BA Townhouse - Sleeps 8 - Gold

  • 4
  • 8
  • Min stay varies

$127

Details

1 / 25

NEW! Sleek 4BR Lake Mary House w/Private Backyard

  • 4
  • 8
  • Min stay varies

$149

Details

1 / 24

NEW! 3BR Altamonte Springs House - In Orlando!

  • 3
  • 6
  • 7 nights min

$135

Details

1 / 24

Cozy 3BR Maitland House - 30 Mins to Disney!

  • 3
  • 6
  • Min stay varies

$105

Details

1 / 11

The Bedford House

  • 4
  • 8
  • 3 nights min

$200

Details

3
1 / 18

Bird Nest Retreat

  • 4
  • 6
  • 7 nights min

$172

Details

1 / 22

(3LVA53DC74) LUCAYA RESORT NEAR DISNEY

  • 3
  • 7
  • Min stay varies

$100

Details

1
1 / 24

Luxury Orlando Lakefront Ski Home

  • 6
  • 25
  • 2 nights min

$950

Details

1
1 / 13

2br - 1000ft2 - Winter Park House

  • 2
  • 5
  • 7 nights min

$143

Details

1 / 35

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

  • 4
  • 8
  • Min stay varies

$595

Details

1 / 9

Welcome home to Winter Park!

  • 1
  • 2
  • 3 nights min

$85

Details

1 / 17

Altamonte Springs/Bear Lake/ 35min to DISNEY

  • 3
  • 5
  • Min stay varies

$135

Details

1 / 34

Altamonte Springs/Bear Lake/ 35min to DISNEY WiFi

  • 3
  • 5
  • Min stay varies

$135

Details

1 / 44

A great little apartment in College Park, Orlando.

  • 1
  • 3
  • 3 nights min

$90

Details

1 / 29

A great loft apartment in College Park, Orlando.

  • 1
  • 2
  • 3 nights min

$90

Details

1 / 35

The Cottage on Lake Fairview, Orlando.

  • 3
  • 6
  • 3 nights min

$350

Details

1 / 11

Winter Park Home With Hints Of Florida Keys

  • 2
  • 3
  • Min stay varies

$100

Details

1 / 27

Surfs Up Theme - Winter Park/Orlando

  • 1
  • 2
  • 2 nights min

$75

Details

1
1 / 28

The Cottage at Oviedo

  • 1
  • 4
  • 1 night min

$125

Details

1 / 15

beautiful 3/3 pool

  • 3
  • 6
  • 1 night min

$350

Details

1
1 / 22

Botanical Gardens - Orlando / Winter Park

  • 1
  • 2
  • 2 nights min

$80

Details

1 / 37

Travel Themed Getaway Orlando / Winter Park

  • 1
  • 2
  • 2 nights min

$75

Details

1 / 18

Lakefront Home - Winter Park / College Park

  • 4
  • 10
  • 3 nights min

$275

Details

2
1 / 27

Winter Park-College Park-Orlando-1

  • 1
  • 2
  • 3 nights min

$80

Details

1
1 / 20

Winter Park-College Park-Orlando -2

  • 1
  • 2
  • 3 nights min

$80

Details

1 / 23

Luxury Home in Exclusive Neighborhood

  • 4
  • 8
  • 4 nights min

$375

Details

1 / 18

East Orlando Modern Pool Home

  • 2
  • 4
  • 3 nights min

$155

Details

3
1 / 20

Hammock House on the Wekiva River

  • 4
  • 10
  • 2 nights min

$250

Details

1
1 / 41

Orlando 3 Bedroom 1,668 sq ft Apartment

  • 2
  • 10
  • Min stay varies

$125

Details

1 / 40

Renovated Lakefront Cottage -Great Location!

  • 1
  • 4
  • 1 night min

$99

Details

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