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Search results; Over 1,000 homes in Maitland

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Top guest favourite
Bungalow in Maitland
Maitland-Orlando Area, FL. Pool House Bungalow
1 bedroom, 2 beds, 1 private bathroom
11–16 Oct
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4.88 out of 5 average rating, 632 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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Home in Altamonte Springs
The Altamonte Playground: Large Renovated Home
4 bedrooms, 5 beds, 2 bathrooms
7–12 Dec
New place to stay
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Superhost
Home in Winter Park
Charming Winter Park Retreat
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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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Home in Orlando
"The Clar" by EVRH
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
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Top guest favourite
Guest house in Orlando
1924 Spanish Carriage House Lower
1 bedroom, 2 beds, 1 bathroom
8–13 Oct
4.98 out of 5 average rating, 155 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
1–8 Oct
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, 483 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
3–8 Oct
5.0 out of 5 average rating, 271 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
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 72 reviews
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Top guest favourite
Bungalow in Orlando
Den on Daniels
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.98 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Orlando
The Saphire, Milk District Gem! Unit 1
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 30 reviews
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Guest house in Orlando
The Serene Suite Orlando
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
New place to stay
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Home in Orlando
Fern Haven at Baldwin | Cozy Urban Retreat
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Hotel in Orlando
Cassa Orlando: Luxury Poolside 1BR/2BA Unit 121
1 bedroom, 3 beds, 2 bathrooms
4–9 Oct
New place to stay
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Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
7–12 Dec
5.0 out of 5 average rating, 215 reviews