Maitland House Rentals
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$1,000+
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50 rentals in Maitland.
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Temporary living that feels like home where you can relax and be yourself.
4 bedrooms
2 bathrooms
Sleeps 8
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Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
3 bedrooms
2 bathrooms
Sleeps 8
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Casa Bella
5 bedrooms
4 bathrooms
Sleeps 10
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Fresh & Modern Home, Sweet Home DISCOUNTS AVAILABLE
4 bedrooms
2 bathrooms
Sleeps 8
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Large living area, tropical backyard with swimming pool & covered back porch
2 bedrooms
2 bathrooms
Sleeps 5
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Luxury MidCentury Winter Park/Maitland/Orlando
3 bedrooms
2 bathrooms
Sleeps 9
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Orlando area pool hame in Maitland
2 bedrooms
2 bathrooms
Sleeps 4
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Warm and Inviting. Ideally located, 3BR/2BA Home
3 bedrooms
2 bathrooms
Sleeps 8
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Orlando Group Cottage Sleep 14 Guests
5 bedrooms
2 bathrooms
Sleeps 14
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Affordable, convenient and private family space
1 bedroom
1 bathroom
Sleeps 4
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Amazing Private Room Master Suite
1 bedroom
1 bathroom
Sleeps 2
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Charming Home Located Between Theme Parks and Beaches.
3 bedrooms
2 bathrooms
Sleeps 8
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Family home with flexible schedule
3 bedrooms
2 bathrooms
Sleeps 5
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Beautiful Retreat in the Heart of Winter Park - Office, Patio, Hammock & More!
2 bedrooms
2 bathrooms
Sleeps 4
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Stroll to Park Avenue from Vintage Lake-View House
2 bedrooms
2 bathrooms
Sleeps 6
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Lovely, Spacious, Comfortable house in Altamonte Springs. Very clean .
4 bedrooms
2 bathrooms
Sleeps 9
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Winter Park charm. Close to Park Ave
2 bedrooms
1 bathroom
Sleeps 4
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Casa Winter Park
4 bedrooms
4 bathrooms
Sleeps 10
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PRIVATE Luxury Pool / Smart-home
3 bedrooms
2 bathrooms
Sleeps 8
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Botanical Gardens - Orlando / Winter Park
1 bedroom
1 bathroom
Sleeps 2
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Winter Park-College Park-Orlando-1
1 bedroom
1 bathroom
Sleeps 2
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2br - 1000ft2 - Winter Park House
2 bedrooms
2 bathrooms
Sleeps 5
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Chic Lakeside Midcentury Modern Retreat
2 bedrooms
1 bathroom
Sleeps 4
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Home, Sweet Home Orlando
4 bedrooms
2 bathrooms
Sleeps 8
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The Shed in Downtown Orlando
1 bedroom
1 bathroom
Sleeps 2
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Ivanhoe Village Quiet Home, Walk to Restaurants, Shops, Hospital, Everything!
1 bedroom
1 bathroom
Sleeps 2
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A great little apartment in College Park, Orlando.
1 bedroom
1 bathroom
Sleeps 3
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Walk to Disney world! Full kitchen sleeps 6!
2 bedrooms
2 bathrooms
Sleeps 6
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A great loft apartment in College Park, Orlando.
1 bedroom
1 bathroom
Sleeps 2
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The Cottage on Lake Fairview, Orlando.
3 bedrooms
2 bathrooms
Sleeps 6
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Fern Park House w/Pool - New Patio & Fire Pit!
1 bedroom
1 bathroom
Sleeps 4
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Winter Park Home With Hints Of Florida Keys
2 bedrooms
1 bathroom
Sleeps 3
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Winter Park-College Park-Orlando -2
1 bedroom
1 bathroom
Sleeps 2
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Beautiful Garage Apartment Just North Of Downtown
1 bedroom
1 bathroom
Sleeps 2
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'Lakeside' in old Winter Park (exclusive 32789zip)
4 bedrooms
4 bathrooms
Sleeps 8
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Travel Themed Getaway Orlando / Winter Park
1 bedroom
1 bathroom
Sleeps 2
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Surfs Up Theme - Winter Park/Orlando
1 bedroom
1 bathroom
Sleeps 2
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Lakefront Luxury Furnished Split Floor Plan First Floor Condo
3 bedrooms
2 bathrooms
Sleeps 4
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Casa Vista Verde I Dream House & Vacation Paradise Orlando Area 5/2 Pool Disney
5 bedrooms
2 bathrooms
Sleeps 20
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Storey Lake Resort 21 - townhouse with private pool near Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Elegant College Park Cottage w/ Patio & Gas Grill!
2 bedrooms
1 bathroom
Sleeps 4
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Orlando Area 4BR/2BA Home w/Jacuzzi & communal pool Disney Unioversal Daytona
4 bedrooms
2 bathrooms
Sleeps 10
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Altamonte Springs Home w/Canoe on Lake Marion
1 bedroom
1 bathroom
Sleeps 2
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Orlando Area 3BR/2BA/2Ki nearby New City pool, Jacuzzi Disney Universal Daytona
3 bedrooms
2 bathrooms
Sleeps 11
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Pet Friendly Business Travelers 2/1 House, Close to Everything Orlando
2 bedrooms
1 bathroom
Sleeps 4
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Old World Charm of College Park/Winter Park Preview listing
3 bedrooms
2 bathrooms
Sleeps 6
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☀️ King Condo w/ Sunroom, Lakeside Pool and Waterfront Park
1 bedroom
1 bathroom
Sleeps 2
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Lounge on Blue Velvet Couches at a Charming Hideaway
4 bedrooms
2 bathrooms
Sleeps 8
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Amazing location- walk to everything
2 bedrooms
2 bathrooms
Sleeps 5
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Winter Park, Florida Luxury Vacation Rental
3 bedrooms
2 bathrooms
Sleeps 8
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