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Search results; Over 1,000 homes in Leesburg

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Top guest favourite
Cabin in Leesburg
Lakefront Magic Wilderness Cabin
1 bedroom, 4 beds, 1 private bathroom
4–9 Oct
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4.88 out of 5 average rating, 33 reviews
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Top guest favourite
Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 12 reviews
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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
1–6 Oct
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 Oct
4.95 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 163 reviews
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Superhost
Home in Mount Dora
Charming Bungalow - Downtown Mt. Dora
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Wildwood
Newest Hotspot in The Villages Eastport/Middleton”
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 42 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
13–18 Oct
5.0 out of 5 average rating, 44 reviews
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Cottage in Fruitland Park
Lakefront + Cottage + Near The Villages
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
New place to stay
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Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds, 2 bathrooms
10–15 Oct
4.93 out of 5 average rating, 70 reviews
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Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
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
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Home in Leesburg
Premier View (Dabney - The Enclave)
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
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Top guest favourite
Home in Wildwood
Private home in The Villages
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Home in Tavares
Heart of Lake County! Family Escape w/ Lanai, Pool
3 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in The Villages
5 O`Clock Somewhere - 3/2 w/ Golf Cart
3 bedrooms, 3 queen beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 8 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
12–17 Oct
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Home in The Villages
Seashell Villa~Pet Friendly~Golf Cart
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Wildwood
Into The Mystic - 3/2 Dog Friendly w/ Golf Cart
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 7 reviews