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Search results; Over 1,000 homes in Leesburg

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Guest favourite
Home in Leesburg
Luxury home with a pool and 3 bedroom
3 bedrooms, 5 beds, 1.5 shared bathrooms
8–13 Sept
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4.92 out of 5 average rating, 53 reviews
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Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed, 1 bathroom
1–6 Sept
New place to stay
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Top guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Tavares
The Canal House on Lake Harris.
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 21 reviews
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Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
New place to stay
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Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
25–30 Oct
4.97 out of 5 average rating, 159 reviews
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Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in The Villages
3/2 Designer Home W/ Golf Cart
3 bedrooms, 2 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
4.97 out of 5 average rating, 30 reviews
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Guest favourite
Home in Eustis
Eustis Stay | Cozy & Bright Florida Escape
4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 70 reviews
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Home in Leesburg
Holiday RV Park
3 bedrooms, 6 beds, 3.5 bathrooms
1–8 Sept
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Top guest favourite
Home in The Villages
Palm Tree Pad | New 3BR | Sawgrass | Golf Cart
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 31 reviews
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Farm stay in Wildwood
Horse Farm Stay • Games Room, gym • Near Brownwood
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 11 reviews
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Superhost
Home in The Villages
2026 Fall Special-Lake Sumter Landing-Caroline
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
New place to stay
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Top guest favourite
Home in Wildwood
Opal Oasis in The Villages
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Mount Dora
Langoon Lodge (4-BR 3-BA, 7 beds) Walk to DT&Lake
5 bedrooms, 8 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 21 reviews
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Home in Leesburg
Premier View (Dabney - The Enclave)
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept