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Maitland
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Temporary living that feels like home where you can relax and be yourself.
85 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
76 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Casa Bella
84 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Large living area, tropical backyard with swimming pool & covered back porch
37 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Comfy 3 Bedroom Home
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Amazing Private Room Master Suite
2 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Affordable, convenient and private family space
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Affordable, convenient and private family space
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Warm and Inviting. Ideally located, 3BR/2BA Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Hotel in Orlando Maitland
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Casa Aloma - Elegant Winter Park House with Great Pool and Huge Backyard!!
165 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
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Family home with flexible schedule
30 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Casa Winter Park
42 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Winter Park charm. Close to Park Ave
36 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Retreat in the Heart of Winter Park - Office, Patio, Hammock & More!
25 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Amazing location- walk to everything
17 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Altamonte Springs Home w/Canoe on Lake Marion
27 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Stroll to Park Avenue from Vintage Lake-View House
27 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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ELEGANT ESTATE VACATION RESORT HOME 'THE CHLOE'
23 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 16
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Mid Century Luxury, 1 block from Park Ave (#3)
15 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Mid Century Modern Cottage in The Heart of Winter Park
16 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Lovely, Spacious, Comfortable house in Altamonte Springs. Very clean .
41 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Cute Guest House In Our Backyard Winter Park Mins
24 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Mid Century Luxury, 1 block from Park Ave (#2)
9 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Amazing Altamonte Springs
10 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Cottage Retreat in the City
9 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Cute bungalow minutes walk from Park Avenue.
7 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Orlando Area 2BR/1BA Duplex near New City pool, Jacuzzi Disney Universal Daytona
9 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 11
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Old World Charm of College Park/Winter Park Preview listing
6 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Orlando Area 4BR/2BA Home w/Jacuzzi & New Communal pool Disney Universal Daytona
12 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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8th Green Cottage 'A relaxing Oasis in the city'
7 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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WeLive Winter Park / Spacious Enclave W/ Patio!
6 reviews
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
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Hidden Historic Jewel In Downtown Location!
5 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Comfy Home in Winter Park, can accommodate up 6 guests!
6 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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ELEGANT ESTATE VACATION RESORT HOME 'THE OLIVIA'
5 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
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2br - 1000ft2 - Winter Park House
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Chic Lakeside Midcentury Modern Retreat
2 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Just 3 Blocks to Park Ave Shops/ Restaurants, 2 From The Winter Park Village!
1 review
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Rustic 1950s Home on Small Lake
1 review
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Lakefront Luxury Furnished Split Floor Plan First Floor Condo
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
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Orlando Area 4BR/2BA Home w/Jacuzzi & communal pool Disney Unioversal Daytona
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Orlando Area 3BR/2BA/2Ki nearby New City pool, Jacuzzi Disney Universal Daytona
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
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Modern Elegance In The Heart Of Winter Park - 2 beds/2 baths
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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☀️ King Condo w/ Sunroom, Lakeside Pool and Waterfront Park
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Altamonte Springs Orlando hotel
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Cozy Comfort In The Heart of Winter Park!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Quite/Cozy 2+2 Apartment in Maitland // 120
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
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Lakefront Community Condo w/ Sunroom, Lakeside Pool and Waterfront Park
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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♛~Lovely Lakeside 3BR Home w/ Private Pool+Dock~♛
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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Relaxing, lake-view home near Park Avenue
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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1
Frequently Asked Questions about Maitland
Do any holiday rentals in Maitland have a pool?
Yes, here are some popular holiday rentals in Maitland that have a pool:\n
\n
Casa Bella
\n
Affordable, convenient and private family space
\n
Large living area, tropical backyard with swimming pool & covered back porch
\n
\n
See all holiday rentals with a pool in Maitland on Tripadvisor
Do any holiday rentals in Maitland have internet access?
Yes, here are some popular holiday rentals in Maitland that have internet access:\n
\n
Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
\n
Casa Bella
\n
Temporary living that feels like home where you can relax and be yourself.
\n
\n
See all holiday rentals in Maitland on Tripadvisor
What are the best pet friendly rentals in Maitland?
The best pet friendly rentals in Maitland are:\n
\n
Warm and Inviting. Ideally located, 3BR/2BA Home
\n
Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
\n
Casa Bella
\n
\n
See all pet friendly holiday rentals in Maitland on Tripadvisor
What are some great rentals in Maitland that are kid friendly?
Some of the most popular kid friendly rentals in Maitland are:\n
\n
Warm and Inviting. Ideally located, 3BR/2BA Home
\n
Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
\n
Casa Bella
\n
\n
See all kid friendly holiday rentals in Maitland on Tripadvisor