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Search results; Over 1,000 homes in Leesburg

Guest favourite
Home in Leesburg
The Faith Estate - A Lakefront Storybook House
5 bedrooms, 10 beds, 3.5 private bathrooms
6–11 Sept
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4.9 out of 5 average rating, 191 reviews
Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed, 1 bathroom
6–11 Sept
New place to stay
Guest favourite
Home in Leesburg
Lake Eustis and Harris Chain of Lakes Getaway!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Home in Leesburg
Holiday RV Park
3 bedrooms, 6 beds, 3.5 bathrooms
1–8 Sept
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
Top guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 25 reviews
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
Home in The Villages
5 Minutes from Brownwood Square! 3Br, 2Ba, 6 Guest
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
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
Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
New place to stay
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
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
Guest favourite
Home in Leesburg
The Landings in Leesburg
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Lady Lake
Villages, FL. Designer Home 2 blocks from town SQ!
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Home in The Villages
Palm Tree Pad | New 3BR | Sawgrass | Golf Cart
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Villa in The Villages
Palm Villa Retreat with golf cart
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 21 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, 43 reviews
Top guest favourite
Cottage in Tavares
Cozy Lake Cottage w/ Hot Tub – Walk to Lake Dora
2 bedrooms, 2 queen beds, 1.5 bathrooms
30 Sept – 5 Oct
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Home in The Villages
Villages Home w/ Pool and Golf Cart
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 9 reviews