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Search results; Over 1,000 homes in Maitland

Superhost
Guest suite in Maitland
Guesthouse w/Private Indoor Pool
1 bedroom, 4 beds, 1 private bathroom
2–7 Aug
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4.78 out of 5 average rating, 383 reviews
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
Home in Orlando
Hidden Oasis House - Pool, Gameroom in DT Orlando!
3 bedrooms, 5 beds, 2 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
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
1–8 Aug
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
12–17 Aug
Top guest favourite
Home in Winter Park
Modern 2BR Near Park Ave Perfect for Groups
5.0 out of 5 average rating, 25 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
21–26 Sept
Guest favourite
Townhouse in Oviedo
3BR Villa in Gated Oviedo Near UCF & Orlando
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
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
Superhost
Townhouse in Orlando
New Vista Cay Home | Universal & Convention
New place to stay, 3 bedrooms, 4 beds, 3.5 bathrooms
1–6 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
4BR: Lakefront Retreat with Harry Potter Game Loft
5.0 out of 5 average rating, 33 reviews, 4 bedrooms, 3 bathrooms
8–13 Aug
Superhost
Apartment in Orlando
Orlando Resort Escape Near Universal & Disney
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
5.0 out of 5 average rating, 101 reviews, 3 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Guest favourite
Home in Kissimmee
Magic Palms Villa
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 3 bathrooms
16–21 Aug