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Search results; Over 1,000 homes in Maitland

Descriptions are based on details hosts provide
Top guest favourite
Bungalow in Maitland
Maitland-Orlando Area, FL. Pool House Bungalow
1 bedroom, 2 beds, 1 private bathroom
29 Aug – 3 Sept
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4.88 out of 5 average rating, 620 reviews
Guest favourite
Home in Orlando
Fenced yard with a fire pit
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
2 bedrooms, 2 queen beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 232 reviews
Top guest favourite
Home in Longwood
Gated lakefront home with a private dock
3 bedrooms, 3 beds, 2.5 bathrooms
18–25 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in Orlando
3 miles from downtown with free parking
1 bedroom, 1 bed, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 131 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
17–22 Jul
New place to stay
Top guest favourite
Home in Orlando
Renovated with a fire pit patio
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 63 reviews
Guest favourite
Home in Orlando
Restored 1959 retreat with a fire pit
2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Ocoee
Lakefront with a beach and fire pit
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.91 out of 5 average rating, 92 reviews
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.88 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Winter Park
The Grove
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 212 reviews
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 37 reviews
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
New place to stay
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Home in Longwood
Screened pool, fire pit, and bocce court
3 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 53 reviews
Camper van/Motorhome in Orlando
Cozy Orlando Retreat | Sleeps 6 | Pet-Friendly
1 bedroom, 4 beds, 1 bathroom
15–20 Jul
New place to stay