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Search results; Over 1,000 homes in Longwood

Top guest favourite
Home in Longwood
Private 4-Bedroom home with pool!
4 bedrooms, 5 beds, 2.5 private bathrooms
6–11 Sept
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4.99 out of 5 average rating, 135 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
9–16 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Screened Pool +Arcade + Mini Golf
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 55 reviews
Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Sept
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 22 reviews
Home in Lake Mary
Southern Homestead
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest house in Sanford
The Nook
1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Apartment in Casselberry
Cozy Private Apartment in Casselberry
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
Guest favourite
Home in Sanford
Spacious 4BR Family Home Near Sanford Airport
4 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Guest house in Ocoee
Your Home Away From Home
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 14 reviews
Guest suite in Longwood
Quiet Private Suite | Longwood/Wekiwa
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.85 out of 5 average rating, 104 reviews
Top guest favourite
Apartment in Winter Park
Walk to Park Ave & The WP Village!
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 66 reviews
Superhost
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in Orlando
Orlando Escape • Near Disney • 5 Bedrooms
5 bedrooms, 5 beds, 4 bathrooms
1–6 Sept
New place to stay
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
New place to stay
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews