House
10.0(37 Reviews)
2 Bedrooms
5 Guests
Parking
Kitchen
Air Conditioner
Internet
CA $241/Night
7 Nights - CA $1,683
Jefferson County, FL Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Jefferson County
10.0
Bed & Breakfast
9.4(98 Reviews)
6 Bedrooms
17 Guests
- Parking
Balcony/Terrace
View- Kitchen
CA $207/Night
7 Nights - CA $1,449
Bed & Breakfast
9.6(143 Reviews)
1 Bedroom
Breakfast- Parking
- Air Conditioner
- Internet
CA $303/Night
7 Nights - CA $2,121
House
10.0(26 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $441/Night
7 Nights - CA $3,089
Bed & Breakfast
9.3(3 Reviews)
1 Bedroom
2 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $288/Night
7 Nights - CA $2,016
Cottage
10.0(22 Reviews)
2 Bedrooms
4 Guests
Hot Tub- Parking
- Kitchen
- Air Conditioner
CA $452/Night
7 Nights - CA $3,166
House
10.0(17 Reviews)
1 Bedroom
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $443/Night
7 Nights - CA $3,101
Bed & Breakfast
10.0(11 Reviews)
1 Bedroom
2 Guests
- Parking
Pool- Internet
Security/Safety
CA $387/Night
7 Nights - CA $2,708
Bed & Breakfast
10.0(4 Reviews)
1 Bedroom
2 Guests
- Internet
- Security/Safety
CA $337/Night
7 Nights - CA $2,356
Luxury Holiday Rentals in Jefferson County
Over 30+ Luxury Holiday Rentals in or Near Jefferson County
House
9 Bedrooms
22 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
CA $2,806/Night
7 Nights - CA $19,644
CA $2,035/Night
7 Nights - CA $14,248
House
9.0(2 Reviews)
4 Bedrooms
15 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
CA $1,079/Night
7 Nights - CA $7,551
House
9.4(34 Reviews)
3 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $681/Night
7 Nights - CA $4,769
House
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $542/Night
7 Nights - CA $3,792
House
1 Bedroom
11 Guests
- Parking
- Pool
- Air Conditioner
- Internet
CA $534/Night
7 Nights - CA $3,736
Apartment
9.0(2 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $503/Night
7 Nights - CA $3,519
House
8.0(1 Review)
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $455/Night
7 Nights - CA $3,185
House
9.0(13 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $347/Night
7 Nights - CA $2,431
Top-Rated Holiday Rentals with a Pool in Jefferson County
Over 2+ The Best Private Villas and Holiday Rentals in Jefferson County with a Pool
CA $238/Night
7 Nights - CA $1,663
House
3 Bedrooms
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $343/Night
7 Nights - CA $2,397
Pet-Friendly Holiday Rentals in Jefferson County
Over 6+ Pet-Friendly Holiday Rentals in or Near Jefferson County
CA $236/Night
7 Nights - CA $1,649
Hotel
6.4(124 Reviews)
- Breakfast
- Balcony/Terrace
- Air Conditioner
- Internet
CA $244/Night
7 Nights - CA $1,704
House
10.0(23 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $505/Night
7 Nights - CA $3,534
CA $90/Night
7 Nights - CA $628
House
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $550/Night
7 Nights - CA $3,850
House
9.6(151 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $270/Night
7 Nights - CA $1,891
Large Holiday Rentals and Private Villas in Jefferson County
Over 2+ Large Holiday Rentals and Private Villas in or Near Jefferson County
House
4 Bedrooms
14 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
CA $1,553/Night
7 Nights - CA $10,872
Cabin
3 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $472/Night
7 Nights - CA $3,305
Jefferson County Private Villas and Holiday Homes Under $200
Over 3+ Jefferson County Private Villas and Holiday Homes Under $200
House
10.0(3 Reviews)
3 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $263/Night
7 Nights - CA $1,838
Bed & Breakfast
9.2(99 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $282/Night
7 Nights - CA $1,972
House
8.4(7 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $260/Night
7 Nights - CA $1,824
Instantly Bookable Holiday Homes in Jefferson County
Over 4+ Instantly Bookable Holiday Homes in or Near Jefferson County
Cottage
9.8(24 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $292/Night
7 Nights - CA $2,046
House
8.2(10 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $307/Night
7 Nights - CA $2,150
CA $693/Night
7 Nights - CA $4,853
House
3 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $549/Night
7 Nights - CA $3,845
Book a Last Minute Place to Stay in Jefferson County
About Casai's Private Villas and Holiday Rentals in Jefferson County
Discover more than 39 vacation rentals available in Jefferson County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Jefferson County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Jefferson County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Jefferson County. On average, places to stay near Jefferson County offer 441.01 ft², with nightly prices averaging CA $531.
With Casai, finding and comparing holiday rentals in Jefferson County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Jefferson County, FL
There are 39 Jefferson County, FL Holiday Rentals
- Prices for a holiday home in Jefferson County start at CA $90
- Top rated vacation home in Jefferson County is Cozy Cottage surrounded by antebelllum homes close to downtown.
- Most popular short term in Jefferson County is Daffodale House B&B
- Cheapest place to stay in Jefferson County is Lloyd Stay
- Most expensive holiday rental in Jefferson County is Welcome to your perfect private estate home away from home,
Recently Booked Holiday Rentals in Jefferson County
Frequently Asked Questions About Jefferson County?
What are the top holiday rentals in Jefferson County?
With numerous options available in Jefferson County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Jefferson County:
- Cozy Cottage surrounded by antebelllum homes close to downtown.
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee. Whole Home Generator
- Historic Cottage - Near FSU & Thomasville
- Scarlett Room - At Avera-Clarke
- Queen Anne Room at Avera-Clarke
- Dog friendly nature preserve Monticello, FL
- Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
- Daffodale House B&B
- CARRIAGE HOUSE
Which holiday homes in Jefferson County are best for families?
If you're searching for a family-friendly holiday home in Jefferson County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Jefferson County:
How many Casai.ca holiday rentals are available in Jefferson County?
As of 2026, Casai boasts over 39 properties listed in the Jefferson County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Jefferson County.
