Jefferson County Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Jefferson County, Florida, USA

1872 Denham Inn
FromUS $147 per night
|
9.6 (95 Reviews)
6 Bedrooms 17 Guests
Daffodale House B&B
FromUS $155 per night
|
9.6 (117 Reviews)
1 Bedroom 2 Guests
Secluded pool home on 4+ acres
10.0 (28 Reviews)
3 Bedrooms 10 Guests
The Avera-Clarke House
FromUS $150 per night
9.3 (3 Reviews)
1 Bedroom 2 Guests
Econo Lodge Monticello
FromUS $83 per night
7.4 (787 Reviews)
1 Bedroom 2 Guests
Econo Lodge Monticello
FromUS $69 per night
5.9 (95 Reviews)
31 Bedrooms 22 Guests
Super 8 by Wyndham Monticello
7.0 (592 Reviews)
1 Bedroom 2 Guests
Super 8 by Wyndham Monticello
5.8 (105 Reviews)
52 Bedrooms 14 Guests
Historic Cottage - Near FSU & Thomasville
10.0 (17 Reviews)
1 Bedroom 4 Guests
Camellia Cottage - wheelchair friendly
10.0 (13 Reviews)
1 Bedroom 5 Guests
Scarlett Room - At Avera-Clarke
FromUS $195 per night
10.0 (11 Reviews)
1 Bedroom 2 Guests
Queen Anne Room at Avera-Clarke
FromUS $164 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
Dog friendly nature preserve Monticello, FL
10.0 (1 Review)
3 Bedrooms 7 Guests
Newer home in historic Monticello Fl
9.8 (16 Reviews)
3 Bedrooms 6 Guests
CARRIAGE HOUSE
FromUS $154 per night
9.4 (6 Reviews)
1 Bedroom 2 Guests
4-bedroom estate in fabulous Monticello with AC
8.0 (1 Review)
4 Bedrooms 15 Guests
The Monticello Mansion
FromUS $1,388 per night
New
9 Bedrooms 18 Guests
Deco Room at Avera-Clarke
New
1 Bedroom 2 Guests
The Budd-Pafford House - The Exploration Suite
9.0 (9 Reviews)
1 Bedroom 4 Guests
Luxe-Historic Suite in Downtown Monticello
9.0 (2 Reviews)
1 Bedroom 4 Guests
The Budd-Pafford House: The Rose Room
FromUS $215 per night
8.2 (10 Reviews)
1 Bedroom 2 Guests
The Budd-Pafford House - Jefferson Quarters
8.0 (6 Reviews)
1 Bedroom 3 Guests
The Cottage Bed & Breakfast
FromUS $200 per night
|
9.2 (99 Reviews)
1 Bedroom 2 Guests

About Jefferson County Vacation Rentals

With more than 37 Jefferson County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Jefferson County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Jefferson County, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Jefferson County. Places to stay near Jefferson County are 398.08 ft² on average, with prices averaging US $279 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Jefferson County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Jefferson County?

What are the top vacation rentals in Jefferson County?

How many Rentbyowner vacation rentals are available in Jefferson County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 37 in the Jefferson County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Jefferson County.