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Search results; Over 1,000 homes in Maitland

Superhost
Guest house in Maitland
Modern Guesthome in Central FL
1 bedroom, 2 beds, 1 private bathroom
2–7 Aug
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4.78 out of 5 average rating, 371 reviews
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds
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
22–29 Jul
5.0 out of 5 average rating, 23 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
2 bedrooms, 2 queen beds
9–14 Aug
4.96 out of 5 average rating, 232 reviews
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Home in Longwood
Central Florida Pool Home
3 bedrooms, 2 beds
31 Jul – 5 Aug
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds
27 Jul – 1 Aug
4.91 out of 5 average rating, 93 reviews
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds
16–21 Aug
4.97 out of 5 average rating, 155 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
19–24 Dec
New place to stay
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds
2–7 Aug
5.0 out of 5 average rating, 37 reviews
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds
28 Aug – 2 Sept
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms, 3 beds
16–21 Sept
4.98 out of 5 average rating, 442 reviews
Top guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
2 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Orlando
Spacious2BR PetFriendly Oasis Sleeps 6, Pool &Gym
2 bedrooms, 3 beds
26–31 Jul
5.0 out of 5 average rating, 10 reviews