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Search results; Over 1,000 homes in Leesburg

Guest favourite
Flat in Leesburg
Paradise on Lake Harris Apt #101
2 bedrooms, 3 beds, 1 private bathroom
15–20 Sept
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4.94 out of 5 average rating, 36 reviews
Top guest favourite
Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed
9–14 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
29 Sept – 4 Oct
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
20–25 Sept
4.95 out of 5 average rating, 21 reviews
Cottage in Fruitland Park
Lakefront + Cottage + Near The Villages
3 bedrooms, 3 beds
18–23 Sept
New place to stay
Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds
16–21 Sept
4.93 out of 5 average rating, 70 reviews
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds
25–30 Oct
4.98 out of 5 average rating, 160 reviews
Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds
17–22 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in The Villages
3/2 Designer Home W/ Golf Cart
3 bedrooms, 2 beds
18–23 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds
22–27 Sept
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Leesburg
Lake Eustis and Harris Chain of Lakes Getaway!
3 bedrooms, 3 beds
17–22 Sept
5.0 out of 5 average rating, 12 reviews
Home in Leesburg
Gunner Fenced Courtyard Villa at The Villages
3 bedrooms, 4 beds
30 Sept – 5 Oct
New place to stay
Top guest favourite
Home in Wildwood
Newest Hotspot in The Villages Eastport/Middleton”
2 bedrooms, 2 queen beds
19–24 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Tavares
Courtland Waterfront at Tavares
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 64 reviews
Top guest favourite
Home in The Villages
Spacious 3/2 Getaway in The Villages
2 bedrooms, 2 beds
15–20 Sept
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Place to stay in The Villages
Safari themed private addition with pool/hot tub.
1 queen bed
20–25 Sept
5.0 out of 5 average rating, 127 reviews
Top guest favourite
Home in Wildwood
Sawgrass & Eastport Town Square Golf Community
3 bedrooms, 3 beds
11–16 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in The Villages
On The Links-4bd w/pool in Spanish Springs!
4 bedrooms, 4 beds
15–20 Sept
5.0 out of 5 average rating, 28 reviews
Home in Eustis
Mt Dora Pool Home with private In-law Suite!
4 bedrooms, 6 beds
11–16 Oct
New place to stay