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Search results; Over 1,000 homes in Leesburg

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Top guest favourite
Guest house in Leesburg
Silver Lake Guest Pool House Very Private !
2 bedrooms, 2 beds, 1 shared bathroom
21–26 Dec
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4.98 out of 5 average rating, 443 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, 14 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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Home in Leesburg
Holiday RV Park
3 bedrooms, 6 beds, 3.5 bathrooms
14–21 Oct
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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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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 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 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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Home in Leesburg
Premier View (Dabney - The Enclave)
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
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Luxe
Home in Wildwood
Poolside Paradise-w/ Pool & Golf Cart The Villages
4 bedrooms, 5 beds, 3 bathrooms
3–8 Nov
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Tavares
The Golden Anchor
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 16 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
10–15 Oct
4.93 out of 5 average rating, 70 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 Minutes from Brownwood Square! 3Br, 2Ba, 6 Guest
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Guest house in Tavares
The Landing Pad+Short Stroll to Heart of Tavares!
1 queen bed, 1 bathroom
2–7 Oct
4.99 out of 5 average rating, 160 reviews
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Home in Lake Panasoffkee
Lake Panasoffkee Getaway | 2 Homes on 1 Acre
3 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Room in Leesburg
Bed w/ private bath in my very peaceful home
1 queen bed, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 72 reviews
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Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
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Top guest favourite
Place to stay in The Villages
Safari themed private addition with pool/hot tub.
1 queen bed, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 128 reviews