filters

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
,
4.98 out of 5 average rating, 436 reviews
Guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in The Villages
3/2 Designer Home W/ Golf Cart
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4.97 out of 5 average rating, 153 reviews, 4 bedrooms, 5 beds, 4 bathrooms
9–14 Aug
Top guest favourite
Home in Tavares
The Canal House on Lake Harris.
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 3 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Lady Lake
Relaxing House in The Villages
4.98 out of 5 average rating, 57 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Home in The Villages
Vacation home in The Villages
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in The Villages
Stunning Villa 2B/2B With Golf Cart
4.93 out of 5 average rating, 67 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Cottage in Tavares
Cozy Lake Cottage w/ Hot Tub + Boat Parking
4.98 out of 5 average rating, 54 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Jul
Guest favourite
Home in Eustis
Eustis Stay | Cozy & Bright Florida Escape
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Jul
Top guest favourite
Room in Leesburg
Bed w/ private bath in my very peaceful home
4.99 out of 5 average rating, 72 reviews, 1 queen bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Wildwood
The Villages pool property with a 4-person cart!
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Leesburg
The Landings in Leesburg
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–14 Jul
Home in The Villages
Sunny Days! 1 mile S of Lake Sumter, GC included!
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Lady Lake
Villages home with unique elevated front porch
5.0 out of 5 average rating, 61 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Tavares
The Golden Anchor
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
New place to stay, 10 bedrooms, 16 beds, 8 bathrooms
15–20 Aug