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Search results; Over 1,000 homes in Longwood

Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 private bathrooms
10–17 Sept
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5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Longwood
The Tiki Palm | Private Resort + Arcade + Pool
4 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Lake Mary
Casa Alma Vacation Home Steps from LM Event Center
4 bedrooms, 8 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 37 reviews
Home in Sanford
Walk Everywhere! Historic Sanford Home w/ Patio
2 bedrooms, 2 beds, 1.5 bathrooms
13–18 Sept
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.92 out of 5 average rating, 96 reviews
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
5 bedrooms, 9 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 16 reviews
Guest favourite
Guest house in Sanford
The Nook
1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Home in Sanford
Parks2Coast Trail Hideaway
3 bedrooms, 4 beds, 2 bathrooms
6–11 Dec
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds, 1 bathroom
22–27 Nov
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 55 reviews
Room in Lake Mary
*30 miles From Orlando + Free Breakfast & Pool
3 beds, 1 bathroom
9–14 Sept
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Orlando
Amazing New Pool House!
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.98 out of 5 average rating, 112 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 214 reviews
Guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms, 3 beds, 1 bathroom
27 Nov – 2 Dec
4.97 out of 5 average rating, 450 reviews
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 70 reviews