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Search results; Over 1,000 homes in Maitland

Guest favourite
Home in Maitland
Bonheur Ala Maison
3 bedrooms, 4 beds, 2 private bathrooms
30 Sept – 5 Oct
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4.85 out of 5 average rating, 167 reviews
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Apartment in Casselberry
Cozy Private Apartment in Casselberry
2 bedrooms, 2 queen beds
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds
12–17 Oct
5.0 out of 5 average rating, 65 reviews
Superhost
Home in Winter Park
Cute bungalow minutes walk from Park Ave.
2 bedrooms, 2 queen beds
7–13 Nov
4.96 out of 5 average rating, 27 reviews
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Orlando
College Park Villa Oasis w/ Botanical Courtyard
1 bedroom, 1 queen bed
21–26 Sept
4.99 out of 5 average rating, 171 reviews
Top guest favourite
Home in Orlando
AirPort & Downtown Orlando 15 min| Disney 30 min
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
Apartment in Orlando
4114-306 Spacious 3bd condo at Vista Cay Resort
3 bedrooms, 7 beds
6–11 Oct
New place to stay
Home in Orlando
Cozy Orlando Getaway
2 bedrooms, 2 beds
20–25 Sept
New place to stay
Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds
8–13 Sept
New place to stay
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds
23–28 Sept
5.0 out of 5 average rating, 106 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds
10–17 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Lake Mary
Casa Alma Vacation Home Steps from LM Event Center
4 bedrooms, 8 beds
13–18 Sept
4.97 out of 5 average rating, 37 reviews
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds
4–9 Oct
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds
15–20 Nov
5.0 out of 5 average rating, 56 reviews
Guest house in Winter Park
Cute & Quaint Private Guesthouse with 1 bed/1 bath
1 bedroom, 1 bed
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Orlando
Updated 2 Bdr • Close to Downtown + Advent Health
2 bedrooms, 2 king beds
9–14 Sept
5.0 out of 5 average rating, 6 reviews