Maitland Vacation Rentals, Houses & More


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1 / 18

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

  • 3
  • 8
  • 4 nights min

$200

Details

1 / 11

The Encore Club - 10 mins to Walt Disney World

  • 6
  • 12
  • Min stay varies

$347

Details

1 / 18

Orlando area pool hame in Maitland

  • 2
  • 4
  • 3 nights min

$150

Details

1 / 24

Cozy 3BR Maitland House - 30 Mins to Disney!

  • 3
  • 6
  • Min stay varies

$105

Details

Great rentals within 30 miles that match your search

1 / 22

(3LVA53DC74) LUCAYA RESORT NEAR DISNEY

  • 3
  • 7
  • Min stay varies

$100

Details

1 / 24

NEW! 3BR Altamonte Springs House - In Orlando!

  • 3
  • 6
  • 7 nights min

$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
1 / 41

Orlando 3 Bedroom 1,668 sq ft Apartment

  • 2
  • 10
  • Min stay varies

$125

Details

1 / 35

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

  • 4
  • 8
  • Min stay varies

$595

Details

1 / 18

Lakefront Home - Winter Park / College Park

  • 4
  • 10
  • 3 nights min

$275

Details

1 / 5

3/2 Beautiful Orlando Condo, Altamonte Springs area

  • 3
  • 6
  • 4 nights min

$315

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 / 35

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

  • 1
  • 4
  • Min stay varies

$99

Details

1 / 11

The Ritz

  • 3
  • 5
  • 1 night min

$85

Details

1
1 / 24

Luxury Orlando Lakefront Ski Home

  • 6
  • 25
  • 2 nights min

$950

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 / 26

4740SHD

  • 5
  • 10
  • Min stay varies

$191

Details

1 / 26

4740SHD

  • 5
  • 10
  • Min stay varies

$166

Details

1 / 26

4740SHD

  • 5
  • 10
  • Min stay varies

$187

Details

1 / 27

Surfs Up Theme - Winter Park/Orlando

  • 1
  • 2
  • 2 nights min

$75

Details

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 / 8

Urban Studio in Trendy Neighborhood/ 10 Miles from Universal Studios

  • 1
  • 4
  • 1 night min

$74

Details

1 / 30

Solana 6Br/5.5Bt Villa with Pool, Games

  • 6
  • 12
  • 2 nights min

$230

Details

2
1 / 10

3 BD Furnished Quaint Altamonte / North Orlando

  • 3
  • 6
  • 5 nights min

$100

Details

1 / 20

New on the Market! Spotless Lakeside Home

  • 3
  • 6
  • Min stay varies

$245

Details

1 / 30

HOME IN THE HEART OF ORLANDO. LIVE LIKE A LOCAL

  • 3
  • 6
  • Min stay varies

$205

Details

1 / 34

Vacation condo 1mile from Disney sleeps 6!

  • 2
  • 6
  • 7 nights min

$118

Details

1 / 6

LUXURY Town Center Villa Disney Studio APT

  • 1
  • 4
  • 7 nights min

$173

Details

4
1 / 23

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

  • 4
  • 8
  • Min stay varies

$160

Details

1 / 23

Luxury Home in Exclusive Neighborhood

  • 4
  • 8
  • 4 nights min

$375

Details

1 / 19

Gorgeous 2BR/2BA Rental - Close to Disney

  • 2
  • 5
  • 2 nights min

$129

Details

1 / 18

Beautiful Garage Apartment Just North Of Downtown

  • 1
  • 2
  • 4 nights min

$115

Details

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