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Search results; Over 1,000 homes in Leesburg

Top guest favourite
Guest house in Leesburg
Silver Lake Guest Pool House Very Private !
2 bedrooms, 2 beds, 1 shared bathroom
9–14 Sept
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4.98 out of 5 average rating, 436 reviews
Guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in The Villages
3/2 Designer Home W/ Golf Cart
3 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Lady Lake
Relaxing House in The Villages
2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
4.98 out of 5 average rating, 58 reviews
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
9–14 Aug
4.97 out of 5 average rating, 154 reviews
Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
4.93 out of 5 average rating, 68 reviews
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds, 3 bathrooms
31 Aug – 5 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
13–18 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Tavares
Cozy Lake Cottage w/ Hot Tub + Boat Parking
2 bedrooms, 2 queen beds, 1.5 bathrooms
12–17 Jul
4.98 out of 5 average rating, 54 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Home in The Villages
2 Kings, 1 Queen at Dun Wurken, near everything!
3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
4.97 out of 5 average rating, 34 reviews
Superhost
Home in Okahumpka
Peaceful Retreat with Lake Access!
2 bedrooms, 1 sofa bed, 2 bathrooms
8–13 Jul
Top guest favourite
Room in Leesburg
Bed w/ private bath in my very peaceful home
1 queen bed, 1 bathroom
8–13 Jul
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Home in Tavares
The Golden Anchor
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Leesburg
The Landings in Leesburg
2 bedrooms, 3 beds, 2 bathrooms
10–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Lady Lake
Villages home with unique elevated front porch
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 62 reviews
Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in The Villages
Vacation home in The Villages
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in The Villages
Palm Tree Pad | New 3BR | Sawgrass | Golf Cart
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 27 reviews