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Search results; Over 1,000 homes in Maitland

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Top guest favourite
Home in Maitland
Orlando area pool home in Maitland
2 bedrooms, 2 beds, 2 private bathrooms
6–11 Oct
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4.95 out of 5 average rating, 188 reviews
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Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Maitland
Cozy two bedroom, large backyard
2 bedrooms, 3 beds, 1 bathroom
5–11 Nov
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
19–26 Sept
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Guest suite in Orlando
A SUITE RETREAT with a Garden View in the City
1 bedroom, 1 queen bed, 1 bathroom
18–23 Nov
4.98 out of 5 average rating, 482 reviews
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Guest house in Winter Park
Cute & Quaint Private Guesthouse with 1 bed/1 bath
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Guest house in Winter Park
Private Winter Park Studio with Parking
1 bed, 1 bathroom
20–25 Sept
New place to stay
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Home in Orlando
The Escape Village | 8 PPL | Pool | Fire Pit | BBQ
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Altamonte Springs
Elegant Event Estate + Helipad
4 bedrooms, 4 beds, 4.5 bathrooms
12–17 Oct
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Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 65 reviews
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Top guest favourite
Guest house in Orlando
The Sacred Space Downtown Orlando Milk District
1 bedroom, 1 queen bed, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 270 reviews
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Flat in Orlando
Private Bamboo Oasis Apartment in College Park
1 bedroom, 2 beds, 1 bathroom
11–18 Oct
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Top guest favourite
Home in Lake Mary
Casa Alma Vacation Home Steps from LM Event Center
4 bedrooms, 8 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Guest house in Orlando
College Park Villa Oasis w/ Botanical Courtyard
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 171 reviews
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Home in Orlando
"The Clar" by EVRH
2 bedrooms, 2 queen beds, 2 bathrooms
26 Sept – 1 Oct
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Guest house in Maitland
Stunning, Modern 2-Bedroom with Lake View
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 15 reviews
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Home in Orlando
Cozy Orlando Getaway
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 215 reviews
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Top guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 142 reviews