Skip to content

Vacation rentals in Monticello

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Monticello

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Cottage in Monticello
The Cottage at Grand Oaks Plantation
The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.
Superhost
Cottage in Thomasville
The Fern Leaf Cottage
Nestled in a residential neighborhood overlooking the owners beautifully designed and maintained garden is The Fern Leaf Cottage. You will have your own private drive to access the cottage. The Cottage is cozy and comfortable. Every detail is addressed and the decor will make you feel right at home. There is a small kitchenette furnished with a microwave, Keurig coffee maker, toaster, and small refrigerator. A great bonus is the little screened in porch complete with rocking chairs.
Superhost
Cottage in Thomasville
The Shed-King Bed-Cozy-Modern Boho -Wifi-Cabin-
The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

Stay near Monticello's top sights

Rev Cafe11 locals recommend
Tupelo's Bakery & Cafe7 locals recommend
Monticello Opera House, Inc.8 locals recommend

Other great holiday rentals in Monticello

Superhost
Tiny home in Thomasville
Sweet Dreams Rose City Bungalow! 🌹
Superhost
Townhouse in Tallahassee
Park Place Luxe - 1- Bedroom Downtown Home
Superhost
Guesthouse in Thomasville
Dawson Street Cottage
Superhost
Home in Thomasville
THE QUAIL COTTAGE (Downtown Thomasville)
Superhost
Apartment in Tallahassee
COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE
Superhost
Guesthouse in Tallahassee
Beautiful Guest House in Desirable Northside
Superhost
Townhouse in Tallahassee
Lovely east side home away from home.
Superhost
Apartment in Tallahassee
Live Oak Cottages II InTown-Peaceful
Superhost
Guest suite in Tallahassee
1/1 Studio: Quiet, Private, Clean, and Easy
Superhost
Apartment in Tallahassee
Midtown Ranch / rustic intown
Superhost
Condo in Tallahassee
Luxury King Downtown Tallahassee Condo
Superhost
Guest suite in Tallahassee
Newly Built Modern Studio

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Jefferson County
  5. Monticello