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Search results; Over 1,000 homes in Longwood

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Top guest favourite
Home in Longwood
Private 4-Bedroom home with pool!
4 bedrooms, 5 beds, 2.5 private bathrooms
25–30 Oct
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4.99 out of 5 average rating, 135 reviews
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Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds
18–25 Sept
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Longwood
The Tiki Palm | Private Resort + Arcade + Pool
4 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds
17–22 Sept
5.0 out of 5 average rating, 55 reviews
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Home in Lake Mary
Southern Homestead
3 bedrooms, 3 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Longwood
New Home in Historic Longwood
3 bedrooms, 3 beds
1–6 Mar
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Sanford
Modern Farm House, Fenced In Yard. Private Entry!
3 bedrooms, 4 beds
18–23 Sept
5.0 out of 5 average rating, 44 reviews
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Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Sanford
Spacious 4BR Family Home Near Sanford Airport
4 bedrooms, 4 beds
16–21 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds
3–8 Oct
5.0 out of 5 average rating, 7 reviews
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Hotel in Lake Mary
*30 miles From Orlando + Free Breakfast & Pool
3 beds
20–25 Sept
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Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds
19–24 Oct
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Sanford
Bright & Cozy 3BR Retreat with Timeless Charm
3 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 24 reviews
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Apartment in Orlando
4114-306 Spacious 3bd condo at Vista Cay Resort
3 bedrooms, 7 beds
9–14 Nov
New place to stay
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Room in Apopka
Apopka HideAway Rm 2
1 bed
16–21 Sept
New place to stay
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Guest favourite
Guest house in Sanford
The Nook
1 queen bed
20–25 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Orlando
Knight Light House | Chic UCF Stay
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds
1–6 Oct
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Home in Sanford
Walk Everywhere! Historic Sanford Home w/ Patio
2 bedrooms, 2 beds
11–16 Oct