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Search results; Over 1,000 homes in Maitland

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, 622 reviews
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
19–26 Jul
5.0 out of 5 average rating, 23 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
9–14 Aug
4.96 out of 5 average rating, 232 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 9 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
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.91 out of 5 average rating, 92 reviews
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 63 reviews
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
1 bedroom, 1 queen bed, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 132 reviews
Top guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
28 Aug – 2 Sept
New place to stay
Superhost
Home in Orlando
Next Epic Universe, OCC, Disney @Vista Cay home
3 bedrooms, 4 beds, 3.5 bathrooms
18–23 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 60 reviews
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms, 7 beds, 5.5 bathrooms
20–25 Sept
Home in Kissimmee
10 minutes from Disney! Cozy Townhouse + Jacuzzi
2 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
New place to stay