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Search results; Over 1,000 homes in Longwood

Top guest favourite
Home in Longwood
Relaxing 3-Bedroom Pool Getaway
3 bedrooms, 4 beds, 2 shared bathrooms
13–18 Sept
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4.97 out of 5 average rating, 133 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 Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
14–21 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Longwood
The Laurel - Beautiful cottage on private acreage
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 55 reviews
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
Home in Sanford
Walk Everywhere! Historic Sanford Home w/ Patio
2 bedrooms, 2 beds, 1.5 bathrooms
11–16 Oct
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 8 reviews
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 97 reviews
Guest favourite
Guest house in Sanford
The Nook
1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 41 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
Home in Sanford
Parks2Coast Trail Hideaway
3 bedrooms, 4 beds, 2 bathrooms
6–11 Dec
Guest favourite
Home in Sanford
Sunny In Sanford w/Heated Pool
5 bedrooms, 9 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Orlando
1924 Spanish Carriage House Lower
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.98 out of 5 average rating, 154 reviews
Room in Lake Mary
*30 miles From Orlando + Free Breakfast & Pool
3 beds, 1 bathroom
13–18 Sept
Home in Orlando
Fern Haven at Baldwin | Cozy Urban Retreat
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Home in Longwood
New Home in Historic Longwood
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Mar
4.83 out of 5 average rating, 6 reviews
Flat in Apopka
Landing | Amazing 3BD, Clubhouse, Gym
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews