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Search results; Over 1,000 homes in Leesburg

Guest favourite
Home in Leesburg
3-BR 2-BA house-amazing lake view and boat parking
3 bedrooms, 3 beds, 2 private bathrooms
9–14 Sept
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4.89 out of 5 average rating, 181 reviews
Top guest favourite
Tiny home in Leesburg
Historic tiny house-Casita Lake Harris
1 queen bed
5–10 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Tavares
The Canal House on Lake Harris.
3 bedrooms, 4 beds
11–16 Sept
4.95 out of 5 average rating, 21 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
Home in Leesburg
Holiday RV Park
3 bedrooms, 6 beds
9–16 Sept
Camper van/Motorhome in Leesburg
Bring your own RV to the farm
1 bedroom, 2 beds
8–13 Sept
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds
9–14 Sept
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Cottage in Tavares
Cozy Lake Cottage w/ Hot Tub – Walk to Lake Dora
2 bedrooms, 2 queen beds
2–7 Oct
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 25 reviews
Superhost
Home in Okahumpka
Peaceful Retreat with Lake Access!
2 bedrooms, 1 sofa bed
8–13 Sept
Top guest favourite
Home in Howey-in-the-Hills
The Myrtle House - your home in "The Hills"
2 bedrooms, 4 beds
10–15 Sept
5.0 out of 5 average rating, 6 reviews
Home in The Villages
5 Minutes from Brownwood Square! 3Br, 2Ba, 6 Guest
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in The Villages
Villages Home w/ Pool and Golf Cart
2 bedrooms, 2 beds
7–12 Dec
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in The Villages
Pirates & Parrots - The Villages - Golf Cart &Pool
2 bedrooms, 2 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Bungalow in Okahumpka
The Lake Harris Bungalow
1 bedroom, 2 beds
9–14 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Wildwood
Sawgrass & Eastport Town Square Golf Community
3 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Camper van/Motorhome in Fruitland Park
Lake Griffin Camper Retreat.
1 bedroom, 1 queen bed
8–13 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Farm stay in Wildwood
Horse Farm Stay • Games Room, gym • Near Brownwood
3 bedrooms, 5 beds
9–14 Sept
4.92 out of 5 average rating, 12 reviews