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Search results; Over 1,000 homes in Longwood

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Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
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5.0 out of 5 average rating, 55 reviews
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Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds
20–27 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, 24 reviews
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Top guest favourite
Home in Lake Mary
Casa Alma Vacation Home Steps from LM Event Center
4 bedrooms, 8 beds
4–9 Oct
4.97 out of 5 average rating, 38 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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Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds
12–17 Oct
5.0 out of 5 average rating, 65 reviews
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Guest favourite
Guest house in Sanford
The Nook
1 queen bed
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Hotel in Lake Mary
*30 miles From Orlando + Free Breakfast & Pool
3 beds
27 Sept – 2 Oct
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Top 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, 25 reviews
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Guest favourite
Home in Sanford
Spacious 4BR Family Home Near Sanford Airport
4 bedrooms, 4 beds
19–24 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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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds
20–25 Sept
New place to stay
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Home in Orlando
Fern Haven at Baldwin | Cozy Urban Retreat
1 bedroom, 2 beds
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds
20–25 Sept
4.92 out of 5 average rating, 97 reviews
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Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds
14–19 Jan
4.98 out of 5 average rating, 56 reviews
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Room in Oviedo
Modern Oviedo Stay | Cozy & Peaceful Nature Suite
1 queen bed
21–26 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds
4–9 Oct
5.0 out of 5 average rating, 89 reviews