Discover a selection of 30 vacation rentals in Monticello, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $90 per night, and houses and cabins are popular options for a stay in Monticello. Either way, you'll find a rental for everyone's needs.
Destination guide

The friendly area of Monticello awaits your stay

Enjoy the wineries and other features of Monticello. This welcoming and trendy city entices travelers with its football games and coffeehouses. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.


Sightseeing in and around Monticello

Do you want to discover top things to see and do while you're in the area? Venture out of your vacation home and check out everything that makes Monticello a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Governor's Square Mall (24.2 mi / 39 km)
  • Monticello Vineyards & Winery (2.4 mi / 3.9 km)
  • Tiger Stripes Exotic Animal Sanctuary (21.4 mi / 34.4 km)
  • SouthWood Golf Club (23.1 mi / 37.2 km)
  • Country Oaks Golf Course (23.2 mi / 37.3 km)
  • Golf Club at Summerbrooke (23.3 mi / 37.5 km)
Natural features

Exploring the natural landscape of Monticello

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Monticello is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Letchworth-Love Mounds Archaeological State Park (7.3 mi / 11.8 km)
  • A J Henry Park (20.9 mi / 33.6 km)
  • Thomasville Rose Garden (20.9 mi / 33.7 km)
  • Alfred B. Maclay State Gardens (22.4 mi / 36 km)
  • Governor's Park (23.6 mi / 38.1 km)
  • Goodwood Museum and Gardens (23.8 mi / 38.3 km)
How to get there

Transportation to and around Monticello

Fly into Thomasville, GA (TVI-Thomasville Regional), the closest airport, located 24.4 mi (39.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Tallahassee, FL (TLH-Tallahassee Regional), which is 30.1 mi (48.4 km) away.

How many vacation rentals are available around Monticello, FL?

Our 2020 property listings offer a large selection of 30 vacation rentals around Monticello. From 16 house rentals to 2 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Monticello?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Monticello:

  • College Town: 15 vacation rentals
  • Governor's Walk: 23 vacation rentals
  • Capitol Hill: 20 vacation rentals
  • Old Town: 18 vacation rentals
  • Chapel Ridge: 18 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Monticello?

Vrbo offers a large selection of vacation rentals near lovely places in Monticello. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Letchworth-Love Mounds Archaeological State Park: 124 vacation rentals
  • Monticello Opera House: 21 vacation rentals
  • Florida Governor's Mansion: 166 vacation rentals
  • Bald Point State Park: 128 vacation rentals
  • Wakulla Springs State Park: 185 vacation rentals

But there are many other points of interest around Monticello listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Monticello?

Yes, of course. Vrbo has 16 Houses in Monticello. Our other popular types of vacation rentals in Monticello include:

  • Cabins: 2 rentals available
  • Cottages: 2 rentals available
  • Bungalows: 2 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Monticello?

Yes, you can select your preferred vacation rental with pool among our 3 vacation rentals with pool available in Monticello. Please use our search bar to access the selection of vacation rentals available.