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Search results; Over 1,000 homes in Longwood

Superhost
Home in Longwood
Cozy Getaway | Game Garage + Fenced Backyard +more
3 bedrooms, 5 beds, 2 private bathrooms
16–21 Sept
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4.76 out of 5 average rating, 142 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
11–18 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Private Resort + Arcade + Pool
4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 55 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
Top guest favourite
Home in Sanford
Modern Farm House, Fenced In Yard. Private Entry!
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Sanford
Spacious 4BR Family Home Near Sanford Airport
4 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Casselberry
Cozy Private Apartment in Casselberry
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 6 reviews
Room in Lake Mary
*30 miles From Orlando + Free Breakfast & Pool
3 beds, 1 bathroom
9–14 Sept
Guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
5 bedrooms, 9 beds, 2 bathrooms
10–15 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Guest house in Sanford
The Nook
1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Orlando
Knight Light House | Chic UCF Stay
4 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.92 out of 5 average rating, 97 reviews
Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
9–14 Sept
New place to stay
Home in Orlando
Fern Haven at Baldwin | Cozy Urban Retreat
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms, 4 beds, 2.5 bathrooms
27 Oct – 1 Nov
New place to stay
Home in Orlando
"The Clar" by EVRH
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Sept
New place to stay