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Search results; Over 1,000 homes in Longwood

Top guest favourite
Home in Longwood
Relaxing 3-Bedroom Pool Getaway
3 bedrooms, 4 beds, 2 shared bathrooms
12–17 Aug
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4.97 out of 5 average rating, 125 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
18–25 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Longwood
Central Florida Pool Home
3 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Screened Pool +Arcade + Mini Golf
4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 13 reviews
Hotel in Altamonte Springs
Minutes to Kia Center + Breakfast. Kitchen. Pool.
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Home in Sanford
Newly built, Calming Vibes. Close to downtown!
4 bedrooms, 6 beds, 2 bathrooms
4–9 Jul
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
Superhost
Home in Orlando
Pet friendly pool home in milk district!
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sanford
Spacious-Cozy&Bright 4BR Home
4 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 7 reviews
Flat in Sanford
Bright and Peaceful Modern Home - Sleeps 5
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in DeBary
Luxury Escape on the Water
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Sanford
Sanford Pool Home • Golf Cart District • Sleeps 8
4 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 61 reviews
Guest favourite
Townhouse in Oviedo
3BR Villa in Gated Oviedo Near UCF & Orlando
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 5 reviews
Home in Longwood
Orlando Retreat Fenced Yard + Workspace
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Jul
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
5 bedrooms, 9 beds, 2 bathrooms
26–31 Jul
4.9 out of 5 average rating, 10 reviews