Maitland Vacation Rentals, Houses & More


1 - 38 of 1887

View larger map

Areas near Maitland

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

$151

Details

1 / 24

Cozy 3BR Maitland House - 30 Mins to Disney!

  • 3
  • 6
  • Min stay varies

$105

Details

1 / 18

The Encore Club - 10 mins to Walt Disney World

  • 6
  • 12
  • Min stay varies

$347

Details

Great rentals within 20 miles that match your search

1 / 10

Marriot Vacation Club Beautiful 2 Bedroom Suite ! Close to everything Orlando FL

  • 2
  • 6
  • 7 nights min

Inquire for Rates

Details

1 / 27

Marriott's Grande Vista - Studio

  • Studio
  • 4
  • 4 nights min

Inquire for Rates

Details

1 / 17

Sheraton Vistana Resort Villa

  • 2
  • 8
  • 7 nights min

Inquire for Rates

Details

1 / 19

Vista Cay-Orlando-3 Bedroom Ventura-VC115

  • 3
  • 8
  • Min stay varies

Inquire for Rates

Details

1 / 66

Renovated 3BR/2BA lakeview condo!

  • 3
  • 12
  • 2 nights min

Inquire for Rates

Details

1 / 21

Inviting 5BR 4.5Bath pool home w/ basketball/tennis courts nearby from $168/nt

  • 5
  • 10
  • Min stay varies

Inquire for Rates

Details

1 / 39

Sensational, Modern 8 bedroom 5 bath Champions Gate home from $288nt

  • 8
  • 16
  • Min stay varies

Inquire for Rates

Details

1 / 14

10 minutes away from Orlando International Airport

  • 2
  • 4
  • 4 nights min

Inquire for Rates

Details

1 / 1

CHRISTMAS Wk-Timeshare Rental-Westgate Lake Resort

  • 2
  • 8
  • 7 nights min

Inquire for Rates

Details

1 / 6

Dreamed Vacation @ Five Star Resorts and Spa, Orla

  • 2
  • 5
  • 7 nights min

Inquire for Rates

Details

1 / 4

Sheraton Vistana Springs Villa

  • 2
  • 8
  • 7 nights min

Inquire for Rates

Details

1 / 6

Luxurious Lake-Front Suite Near Disney World!

  • Studio
  • 6
  • 7 nights min

Inquire for Rates

Details

1 / 59

Luxurious three bedroom lakeview condo!

  • 3
  • 10
  • 2 nights min

Inquire for Rates

Details

1 / 41

Orlando 3 Bedroom 1,668 sq ft Apartment

  • 2
  • 10
  • Min stay varies

Inquire for Rates

Details

1 / 27

Casita del Sol - 2 bedroom PRIVATE Apt. in Home

  • 2
  • 4
  • 3 nights min

Inquire for Rates

Details

1 / 55

Fantastic 3-bed, 2-bath condo just steps from the clubhouse, gym and pool!

  • 3
  • 10
  • 2 nights min

Inquire for Rates

Details

1 / 28

Stunning 2BD/2BA condo located in the Vista Cay Resort!

  • 2
  • 6
  • 2 nights min

Inquire for Rates

Details

1 / 31

Luxury 2 Masterbed/bath Suite Apartment, SeaWorld / International Dr.

  • 2
  • 6
  • 1 night min

Inquire for Rates

Details

1 / 36

Villa 8106 Fan Palm Way, Windsor Palms

  • 5
  • 12
  • Min stay varies

Inquire for Rates

Details

1 / 15

beautiful 3/3 pool

  • 3
  • 6
  • 1 night min

Inquire for Rates

Details

1 / 21

Elegant 5 bedroom 5 bath Windsor Hills Resort home from $140nt

  • 5
  • 10
  • Min stay varies

Inquire for Rates

Details

1 / 5

2br - 1100ft2 - FLORIDA VACATION

  • 2
  • 4
  • 7 nights min

Inquire for Rates

Details

1 / 50

Oasis Retreat by Sparkling pool!

  • 3
  • 6
  • 2 nights min

$143

Details

1 / 26

Beautiful 3 Bedroom Condo Near Disney From 85nt

  • 3
  • 6
  • Min stay varies

$86

Details

1 / 7

Marriott Cypress Harbor 2 bedroom sleeps 6

  • 2
  • 6
  • 7 nights min

$171

Details

1 / 23

ORLANDO {Studio/Sleeps 2} Cypress Pointe Resort

  • 1
  • 2
  • 1 night min

$79

Details

1 / 22

Family Getaway 3 Studios for up to 12 guests in Orlando Fl. near SeaWorld

  • 3
  • 12
  • Min stay varies

$272

Details

1 / 28

Enjoyable 5BR 4Bath home with private pool & game room from $188/night

  • 5
  • 10
  • Min stay varies

$188

Details

1 / 34

Fantastic 7BR 4.5Bath resort home with private pool & game room from $150/nt

  • 7
  • 14
  • Min stay varies

$151

Details

1 / 33

Relaxing 4Bed 3Bath PARADISE PALMS townhouse w/private splash pool from $123/nt

  • 4
  • 8
  • Min stay varies

$123

Details

1 / 7

Orlando Vacation at The Fountains Resort in Orland

  • 1
  • 4
  • 2 nights min

$100

Details

1 / 8

Enjoy spring break at Disney's Saratoga Springs Resort

  • 1
  • 4
  • 7 nights min

$200

Details

1 / 41

Beautiful suite...LOCATION, LOCATION, LOCATION!!!

  • 1
  • 5
  • 2 nights min

$110

Details

1 / 24

ORLANDO{Cozy Studio} Coco Key Resort & Waterpark

  • 4
  • 1 night min

$90

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more