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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
3–8 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Winter Park
Charming Winter Park Retreat
3 bedrooms, 3 beds
1–6 Oct
New place to stay
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Featured hotel
Hotel in Winter Park
The Alfond Inn, Parlor king
1 bedroom, 1 king bed
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Altamonte Springs
The Altamonte Playground: Large Renovated Home
4 bedrooms, 5 beds
7–12 Dec
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
12–17 Oct
5.0 out of 5 average rating, 65 reviews
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Home in Orlando
The Escape Village | 8 PPL | Pool | Fire Pit | BBQ
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Orlando
AirPort & Downtown Orlando 15 min| Disney 30 min
3 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 23 reviews
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Home in Orlando
"The Clar" by EVRH
2 bedrooms, 2 queen beds
1–6 Oct
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Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds
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
18–23 Nov
4.98 out of 5 average rating, 483 reviews
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Guest favourite
Home in Maitland
Cozy two bedroom, large backyard
2 bedrooms, 3 beds
5–11 Nov
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest house in Orlando
The Sacred Space Downtown Orlando Milk District
1 bedroom, 1 queen bed
3–8 Oct
5.0 out of 5 average rating, 271 reviews
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Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds
11–16 Oct
4.99 out of 5 average rating, 72 reviews
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Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Guest house in Winter Park
Cute & Quaint Private Guesthouse with 1 bed/1 bath
1 bedroom, 1 bed
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Orlando
Fern Haven at Baldwin | Cozy Urban Retreat
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Bungalow in Orlando
Den on Daniels
1 bedroom, 1 bed
4–9 Oct
4.98 out of 5 average rating, 146 reviews