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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, 126 reviews
Top guest favourite
Home in Longwood
The Lakefront Brantley House
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–25 Jul
Top guest favourite
Home in Longwood
Central Florida Pool Home
4.96 out of 5 average rating, 53 reviews, 3 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Home in Longwood
The Tiki Palm | Screened Pool +Arcade + Mini Golf
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
Hotel in Altamonte Springs
Minutes to Kia Center + Breakfast. Kitchen. Pool.
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
5.0 out of 5 average rating, 14 reviews, 3 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Home in Lake Mary
Southern Homestead
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
Guest favourite
Home in Sanford
Spacious-Cozy&Bright 4BR Home
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Home in Longwood
Orlando Retreat Fenced Yard + Workspace
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Jul
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
5.0 out of 5 average rating, 37 reviews, 4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Sanford
The Teal Magnolia 4/2 DT Sanford
4.97 out of 5 average rating, 69 reviews, 4 bedrooms, 6 beds, 2 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Sanford
Newly built, Calming Vibes. Close to downtown!
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in DeBary
Luxury Escape on the Water
5.0 out of 5 average rating, 31 reviews, 4 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
Home in Orlando
Hidden Oasis House - Pool, Gameroom in DT Orlando!
3 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
4.92 out of 5 average rating, 12 reviews, 5 bedrooms, 9 beds, 2 bathrooms
26–31 Jul
Superhost
Apartment in Davenport
Disney Getaway at Bella Piazza
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
31 Aug – 7 Sept