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Search results; Over 1,000 homes in Maitland

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Superhost
Guest suite in Maitland
Guesthouse w/Private Indoor Pool
1 bedroom, 4 beds, 1 private bathroom
18–23 Oct
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4.79 out of 5 average rating, 393 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, 8 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
10–15 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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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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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
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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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
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, 484 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
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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Flat in Orlando
Carriage House w/ Office - Thornton Park/Lake Eola
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
New place to stay
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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
5–10 Oct
5.0 out of 5 average rating, 144 reviews
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Home in Orlando
Cozy Orlando Getaway
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Room in Orlando
Stylish Private bd/bth. 5% wkly/10% mthly discount
1 queen bed, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 14 reviews
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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
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 98 reviews