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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, 620 reviews
Top guest favourite
Guest house in Orlando
Location, Location, Location!
4.99 out of 5 average rating, 131 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
4.99 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Longwood
The Lakefront Brantley House
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–25 Jul
Top guest favourite
Flat in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
4.96 out of 5 average rating, 232 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
New place to stay, 4 bedrooms, 4 beds, 3.5 bathrooms
17–22 Jul
Townhouse in Orlando
Sweet Orlando getaway Near Disney World/Universal.
4.67 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Orlando
New SunRise Cozy & Stylish Home sleep5/2bath
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
5.0 out of 5 average rating, 37 reviews, 4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Orlando
Tropical Oasis|Lounge|Putting Green|Heated Pool
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Orlando
Sunny Oasis: Downtown Orlando with Suburban feel
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
7–12 Dec