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Search results; Over 1,000 homes in Longwood

Top guest favourite
Guest house in Longwood
Wekiva River Paradise
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
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5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Private Resort + Arcade + Pool
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 23 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 Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 55 reviews
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Guest house in Sanford
The Nook
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Rooms in Apopka
Spacious close to everything Orlando has to offer
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 96 reviews
Home in Sanford
Parks2Coast Trail Hideaway
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
Room in Orlando
Orlando Comfort
2 beds, 1 bathroom
26 Sept – 1 Oct
New place to stay
Superhost
Home in Sanford
Sanford Pool Home • Golf Cart District • Sleeps 8
4 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 52 reviews
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
New place to stay
Flat in Orlando
Elevated Living Apt
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 7 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
Guest house in Orlando
1924 Spanish Carriage House Lower
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 151 reviews
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 214 reviews