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Search results; Over 1,000 homes in Leesburg

Guest favourite
Cottage in Leesburg
Waterfront Cottage on The Harris Chain in Leesburg
1 bedroom, 2 beds, 1 private bathroom
7–12 Jul
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4.92 out of 5 average rating, 119 reviews
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds
9–14 Aug
4.97 out of 5 average rating, 153 reviews
Top guest favourite
Home in Lady Lake
Relaxing House in The Villages
2 bedrooms, 2 beds
14–19 Jul
4.98 out of 5 average rating, 58 reviews
Guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds
17–22 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in The Villages
Vacation home in The Villages
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in The Villages
3/2 Designer Home W/ Golf Cart
3 bedrooms, 2 beds
26–31 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Wildwood
Into The Mystic - 3/2 Dog Friendly w/ Golf Cart
3 bedrooms, 4 beds
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Tavares
Cozy Lake Cottage w/ Hot Tub + Boat Parking
2 bedrooms, 2 queen beds
12–17 Jul
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in The Villages
Prime Village Location! - Brownwood! 2 Golf Carts!
3 bedrooms, 4 beds
6–11 Jul
5.0 out of 5 average rating, 6 reviews
Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds
10–15 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Wildwood
The Villages pool property with a 4-person cart!
3 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds
21–26 Jul
4.93 out of 5 average rating, 68 reviews
Guest favourite
Home in Eustis
Eustis Stay | Cozy & Bright Florida Escape
4 bedrooms, 5 beds
13–18 Jul
5.0 out of 5 average rating, 12 reviews
Home in Tavares
Heart of Lake County! Family Escape w/ Lanai, Pool
3 bedrooms, 4 beds
1–6 Aug
New place to stay
Top guest favourite
Home in Tavares
The Golden Anchor
2 bedrooms, 3 beds
8–13 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Leesburg
Lake Eustis and Harris Chain of Lakes Getaway!
3 bedrooms, 3 beds
8–13 Jul
5.0 out of 5 average rating, 12 reviews
Home in The Villages
Everything You Need + Walk to Lake Sumter Landing!
3 bedrooms, 3 beds
15–20 Jul
Top guest favourite
Home in The Villages
Casa Santin Luxury in The Villages w/Private Pool
3 bedrooms, 3 beds
8–13 Jul
4.97 out of 5 average rating, 95 reviews