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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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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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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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Featured hotel
Hotel in Winter Park
The Alfond Inn, Parlor king
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 3 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 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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Superhost
Flat in Orlando
Modern 1 King Bed w/ Resort Pool, Gym&Pet-Friendly
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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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
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Orlando
AirPort & Downtown Orlando 15 min| Disney 30 min
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 reviews
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Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
8–13 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 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
29 Oct – 3 Nov
New place to stay
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Superhost
Home in Kissimmee
8BR house with game room near Disney area
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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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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Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
21–26 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Orlando
The Escape Village | 8 PPL | Pool | Fire Pit | BBQ
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews