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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, 634 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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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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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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Superhost
Home in Kissimmee
8BR house with private pool in Bella Vida Resort
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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Superhost
Flat in Orlando
Modern 1King Bed w/ Resort Pool, Gym&Pets-Friendly
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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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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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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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
1–6 Oct
New place to stay
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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
4.98 out of 5 average rating, 43 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 Kissimmee
24-Guest House with Heated Pool, Spa and Theater
9 bedrooms, 15 beds, 5 bathrooms
1–6 Oct
New place to stay
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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
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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Superhost
Flat in Orlando
Spacious 2BR PetFriendly Oasis Sleeps6, Pool &Gym
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 107 reviews