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Search results; Over 1,000 homes in Monticello

Top guest favourite
Cottage in Monticello
The Cottage at Grand Oaks Plantation
2 bedrooms, 2 beds, 1 private bathroom
15–20 Sept
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4.95 out of 5 average rating, 150 reviews
Top guest favourite
Home in Monticello
Welcome to The Schoolhouse
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Home in Monticello
Dogwood House; Private 2 Bedroom in Monticello, FL
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 93 reviews
Top guest favourite
Cottage in Monticello
Camellia Cottage (Wheelchair friendly)
1 bedroom, 3 beds, 1 bathroom
9–14 Oct
4.97 out of 5 average rating, 58 reviews
Guest favourite
Home in Monticello
Walk to historic Monticello from this newer home
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Monticello
Charming 2 Bedroom 2 Bath , Private Cabana
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.82 out of 5 average rating, 79 reviews
Top guest favourite
Home in Monticello
Charming cottage located on a historic street.
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 85 reviews
Guest favourite
Cottage in Monticello
The Knotted Oak Cottage- Fenced & Dog Friendly
2 bedrooms, 2 beds, 1 bathroom
15–20 Sept
4.87 out of 5 average rating, 146 reviews
Guest favourite
Guest house in Monticello
Private Hot tub, Adjusting Kingbed, Gated Property
1 bedroom, 1 king bed, 1 bathroom
2–7 Oct
4.92 out of 5 average rating, 116 reviews
Guest favourite
Home in Monticello
Home in Monticello near downtown w/ modern vibes
4 bedrooms, 4 queen beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 62 reviews
Top guest favourite
Camper van/Motorhome in Monticello
Donavon's Rentals
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Monticello
The Strawbridge Place
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 91 reviews
Guest favourite
Home in Monticello
The Pearl Cottage - kid and pet friendly!
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 85 reviews
Guest suite in Monticello
Luxe-Historic Suite in Downtown Monticello
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.81 out of 5 average rating, 48 reviews
Guest favourite
Flat in Monticello
Historic Monticello Studio Above Barbershop
1 bedroom, 1 bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Monticello
The Hideaway @ Goose Pond Acres
2 bedrooms, 2 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 6 reviews
Home in Monticello
Keystone Cottage | Pet-Friendly Family Stay
3 bedrooms, 4 beds, 2 bathrooms
23–28 May
Top guest favourite
Room in Monticello
Two Beard Farm (Bunk house)
5 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 58 reviews
Guest favourite
Home in Monticello
Sunset Blue House - Secluded Pool Home on 4+ acres
3 bedrooms, 3 beds, 3 bathrooms
28 Sept – 3 Oct
4.88 out of 5 average rating, 24 reviews