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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, 625 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
New place to stay
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 83 reviews
Top guest favourite
Home in Winter Park
Stylish 2BR Near Park Ave & Rollins College
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 26 reviews
Home in Orlando
Henry Balch Landing
4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
New place to stay
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
5–12 Aug
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
Guest favourite
Home in Orlando
2 King Beds • Minutes to AdventHealth + Downtown
2 bedrooms, 2 king beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Bungalow in Orlando
1BR + Office Near DTO | On-Site Car Rental
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Apartment in Casselberry
Cozy Private Apartment in Casselberry
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
New place to stay
Top guest favourite
Guest house in Orlando
Modern 1950s Studio • Near Downtown & Theme Parks
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 175 reviews
Top guest favourite
Guest house in Orlando
College Park Villa Oasis w/ Botanical Courtyard
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 170 reviews
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 19 reviews
Flat in Orlando
Cute, cozy condo - Universal walk
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
New place to stay
Top guest favourite
Home in Longwood
Central Florida Pool Home
3 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
4.96 out of 5 average rating, 55 reviews