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Search results; Over 1,000 homes in Longwood

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Top guest favourite
Guest house in Longwood
“Lakefront” Guesthouse Getaway
1 bedroom, 1 bed, 1 shared bathroom
7–12 Sept
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5.0 out of 5 average rating, 36 reviews
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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
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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, 22 reviews
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Home in Casselberry
Casselberry: Pool, sleep 12, GameRoom, Playground
5 bedrooms, 12 beds, 4 bathrooms
6–11 Sept
New place to stay
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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
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Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
New place to stay
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Home in Lake Mary
Southern Homestead
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
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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
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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
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Top guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 22 reviews
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Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
7–12 Sept
New place to stay
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Superhost
Home in Kissimmee
8 Bd/ 6.5 Ba/ Solara Resort (2326 Cs)
8 bedrooms, 11 beds, 6.5 bathrooms
7–12 Sept
New place to stay
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Guest favourite
Home in Orlando
Knight Light House | Chic UCF Stay
4 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Four Corners
9BR Stargazer Villas Guest Favorite!
9 bedrooms, 13 beds, 5 bathrooms
6–11 Sept
New place to stay
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Superhost
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
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Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
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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, 9 reviews
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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
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Top guest favourite
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 6 reviews