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Search results; Over 1,000 homes in Longwood

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Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 private bathrooms
9–16 Sept
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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
6–11 Sept
5.0 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 55 reviews
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Guest favourite
Guest house in Sanford
The Nook
1 queen bed
7–12 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds
30 Nov – 5 Dec
4.98 out of 5 average rating, 51 reviews
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Home in Casselberry
Casselberry: Pool, sleep 12, GameRoom, Playground
5 bedrooms, 12 beds
6–11 Sept
New place to stay
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Superhost
Home in Sanford
Sanford Pool Home • Golf Cart District • Sleeps 8
4 bedrooms, 6 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Sanford
Walk Everywhere! Historic Sanford Home w/ Patio
2 bedrooms, 2 beds
13–18 Sept
New place to stay
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Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds
21–26 Sept
5.0 out of 5 average rating, 214 reviews
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Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds
9–14 Sept
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds
8–13 Sept
4.92 out of 5 average rating, 96 reviews
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Guest suite in Longwood
Quiet Private Suite | Longwood/Wekiwa
1 bedroom, 1 queen bed
30 Sept – 5 Oct
4.85 out of 5 average rating, 104 reviews
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Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds
15–20 Sept
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms, 3 beds
14–19 Nov
4.97 out of 5 average rating, 449 reviews
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Guest favourite
Townhouse in Oviedo
3BR Villa in Gated Oviedo Near UCF & Orlando
3 bedrooms, 3 beds
5–10 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Osteen
Gorgeous St. Johns River home 3bdrm/2 bth
3 bedrooms, 3 beds
2–7 Sept
4.98 out of 5 average rating, 41 reviews
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Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds
1–6 Sept
New place to stay
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Home in Apopka
Country cottage in the Springs near Disney
3 bedrooms, 3 beds
13–18 Sept
New place to stay
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Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds
16–21 Sept
5.0 out of 5 average rating, 6 reviews