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Search results; Over 1,000 homes in Maitland

Top guest favourite
Home in Maitland
Orlando area pool home in Maitland
2 bedrooms, 2 beds, 2 private bathrooms
21–26 Jul
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4.95 out of 5 average rating, 186 reviews
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
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
9–14 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
21–28 Jul
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
2–7 Aug
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4.97 out of 5 average rating, 155 reviews, 4 bedrooms, 5 beds, 4 bathrooms
16–21 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
5.0 out of 5 average rating, 63 reviews, 2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Home in Orlando
Next Epic Universe, OCC, Disney @Vista Cay home
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
2–7 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
2–7 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
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
5.0 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
4.98 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
Top guest favourite
Flat in Orlando
Modern Oasis | King Bed • Pool & Gym • Near Epic U
5.0 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Jul
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul