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Search results; Over 1,000 homes in Leesburg

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, 107 reviews
Top guest favourite
Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Tavares
The Canal House on Lake Harris.
3 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.95 out of 5 average rating, 21 reviews
Cottage in Fruitland Park
Lakefront + Cottage + Near The Villages
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
25–30 Oct
4.98 out of 5 average rating, 160 reviews
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
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, 44 reviews
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, 42 reviews
Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
New place to stay
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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
Top guest favourite
Home in The Villages
Vibrant Villa-Sumter Landing! NEW Golf Cart, KING
2 bedrooms, 2 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
10–15 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Lady Lake
KiKi's Kasita in The Villages with Golf Cart
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Wildwood
Sawgrass & Eastport Town Square Golf Community
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Leesburg
Lake Eustis and Harris Chain of Lakes Getaway!
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Farm stay in Wildwood
Horse Farm Stay • Games Room, gym • Near Brownwood
3 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in The Villages
Palm Tree Pad | New 3BR | Sawgrass | Golf Cart
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 33 reviews