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Search results; Over 1,000 homes in Leesburg

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Guest favourite
Home in Leesburg
Waterfront cottage Haynes Creek
1 bedroom, 2 beds, 1 private bathroom
17–22 Sept
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4.97 out of 5 average rating, 108 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, 9 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
29 Sept – 4 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
20–25 Sept
4.95 out of 5 average rating, 21 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
18–23 Sept
4.93 out of 5 average rating, 70 reviews
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Cottage in Fruitland Park
Lakefront + Cottage + Near The Villages
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
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Superhost
Home in Mount Dora
Charming Bungalow - Downtown Mt. Dora
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
New place to stay
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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
18–23 Sept
5.0 out of 5 average rating, 42 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, 161 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
20–25 Sept
5.0 out of 5 average rating, 44 reviews
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Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 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 Sept
5.0 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 30 reviews
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Guest favourite
Home in Leesburg
Lake Eustis and Harris Chain of Lakes Getaway!
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 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
16–21 Oct
5.0 out of 5 average rating, 8 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
19–24 Sept
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Wildwood
Sawgrass & Eastport Town Square Golf Community
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Clermont
Luxury Boho Getaway Experience W/ Pool Table
4 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 22 reviews
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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