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Search results; Over 1,000 homes in Howey-in-the-Hills

Top guest favourite
Farm stay in Howey-in-the-Hills
Private Getaway on the Hilltop
2 bedrooms, 2 beds, 1 private bathroom
23–28 Aug
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4.96 out of 5 average rating, 123 reviews
Top guest favourite
Bungalow in Okahumpka
The Lake Harris Bungalow
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 38 reviews
Home in Leesburg
Holiday RV Park
3 bedrooms, 6 beds, 3.5 bathrooms
1–8 Aug
Top guest favourite
Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
11–16 Oct
4.97 out of 5 average rating, 155 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
31 Aug – 5 Sept
New place to stay
Superhost
Home in Minneola
Waterslide, Splash Pad, Putt Putt, Pool, Hottub!
4 bedrooms, 1 sofa bed, 3 bathrooms
17–22 Aug
Top guest favourite
Home in Leesburg
Fisherman's Haven by the Lakes/ Bass Fishing HQ
4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Eustis
Eustis Stay | Cozy & Bright Florida Escape
4 bedrooms, 5 beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Mount Dora
Downtown Mount Dora Hideaway
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 21 reviews
Home in Wildwood
Tropical Paradise: Pool, Golf Cart & 3 Baths
3 bedrooms, 3 beds, 3 bathrooms
15–22 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sumterville
2BR Mins to Pools & Eastport | Middleton | Patio
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Okahumpka
Peaceful Retreat with Lake Access!
2 bedrooms, 1 sofa bed, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Home in Mount Dora
"The Skinny" on Lake Gertrude! HOT TUB Lakefront!
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Clermont
Modern & Cozy Studio-Apartment
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in The Villages
Golf Front and Water view 3 Bedroom Villa
3 bedrooms, 3 beds, 2 bathrooms
24–31 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in The Villages
Casa Santin Luxury in The Villages w/Private Pool
3 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 97 reviews
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Mount Dora
Langoon Lodge (4-BR 3-BA, 7 beds) Walk to DT&Lake
5 bedrooms, 8 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 19 reviews