Best Vacation Homes in Jefferson County
House
10.0(36 Reviews)
2 Bedrooms
1 Bath
5 Guests
Pet Friendly
Kitchen
Parking
Air Conditioner
US $141/Night
7 Nights - US $988
Bed & Breakfast
9.4(98 Reviews)
6 Bedrooms
7 Baths
17 Guests
340.86 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $147/Night
7 Nights - US $1,029
Bed & Breakfast
9.6(130 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Breakfast- Parking
- Air Conditioner
US $151/Night
7 Nights - US $1,054
House
10.0(30 Reviews)
6 Bedrooms
2 Baths
10 Guests
2800 ft²
Hot Tub- Fireplace/Heating
Pool- Ocean View
US $346/Night
7 Nights - US $2,420
Bed & Breakfast
9.3(3 Reviews)
1 Bedroom
1 Bath
2 Guests
View- Parking
- Air Conditioner
Internet
US $178/Night
7 Nights - US $1,247
House
10.0(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $177/Night
7 Nights - US $1,238
House
10.0(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $314/Night
7 Nights - US $2,201
Cottage
10.0(19 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $276/Night
7 Nights - US $1,932
Jefferson County Luxury Rentals
New
House
9 Bedrooms
9 Baths
22 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $1,760/Night
7 Nights - US $12,320
House
9 Bedrooms
8 Baths
18 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,388/Night
7 Nights - US $9,718
House
8.0(1 Review)
4 Bedrooms
3 Baths
15 Guests
4000 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $618/Night
7 Nights - US $4,323
House
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $438/Night
7 Nights - US $3,064
House
1 Bedroom
3 Baths
11 Guests
2798.62 ft²
- Pool
- Parking
- Air Conditioner
- Internet
US $378/Night
7 Nights - US $2,646
New
House
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $330/Night
7 Nights - US $2,308
House
9.8(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $302/Night
7 Nights - US $2,116
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $285/Night
7 Nights - US $1,994
Jefferson County Pet Friendly Vacation Rentals
House
9.6(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $154/Night
7 Nights - US $1,078
Cabin
6.3(80 Reviews)
31 Bedrooms
4 Baths
22 Guests
614.89 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Air Conditioner
US $70/Night
7 Nights - US $490
House
9.6(151 Reviews)
2 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $191/Night
7 Nights - US $1,339
Hotel
6.4(124 Reviews)
4 Baths
269.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $79/Night
7 Nights - US $555
Jefferson County Large Vacation Homes
House
4 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $1,100/Night
7 Nights - US $7,700
Cabin
3 Bedrooms
1 Bath
10 Guests
1500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $334/Night
7 Nights - US $2,341
Why Choose Rent By Owner for your Jefferson County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Jefferson County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you can enjoy its unique charm and natural beauty at its best, making your stay in Jefferson County more memorable and enjoyable.
Peak Season Highlights
Spring (March to May)
During spring, the area comes alive with pleasant weather, making it an ideal time for outdoor activities and exploring local attractions.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Fall (September to November)
Fall offers cooler temperatures and fewer visitors, providing a peaceful environment to enjoy the region's natural beauty and tranquility.
Average Temperature Daytime: 78°F - Nighttime: 58°F
Off-Season Highlights
Summer (June to August)
In the summer, the region experiences hotter days and increased humidity, which is perfect for those seeking warm weather and outdoor water activities.
Average Temperature Daytime: 88°F - Nighttime: 70°F
Winter (December to February)
During winter, milder temperatures and less tourist traffic make this a quiet time to relax and enjoy the area's serene atmosphere.
Average Temperature Daytime: 60°F - Nighttime: 40°F
Weekly Weather Forecast for Jefferson County
How to Book Your Jefferson County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jefferson County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with a private barbecue area to make the most of your visits here.
- Relax by a sparkling private pool, perfect for cooling off during warm Florida days.
- Take advantage of spacious decks or patios ideal for outdoor dining and lounging.
- Explore nearby nature trails and enjoy hiking or biking adventures right at your doorstep.
- Benefit from well-maintained gardens or landscaped yards that enhance your outdoor experience.
- Utilize outdoor recreational facilities such as tennis courts or volleyball courts available in some properties.
- Relish scenic views from a screened porch or veranda, providing comfortable outdoor living space in this region.
Top Attractions Around Jefferson County
What attractions are nearby?
In this charming area, you can explore outdoor activities such as hiking, fishing, and boating, all conveniently close to your vacation rental in Jefferson County, Florida, offering an authentic experience of the region’s natural beauty.
Family Activities
- Florida Caverns State Park: Explore underground limestone caves and enjoy outdoor activities like hiking and picnicking in this natural wonderland.
- Wildlife Viewing at Lake Talquin: Discover a variety of bird species and aquatic life by taking a family-friendly wildlife viewing trip on the scenic lake.
- Historic Downtown Quincy: Stroll through charming streets filled with local shops, museums, and vibrant art galleries that highlight the area's heritage.
- Spring Creek Nature Trail: Embark on an easy hike through lush forests and wetlands, perfect for young explorers and nature enthusiasts alike.
Adult Activities
- Exploring the Florida State Railroad Museum: Discover fascinating exhibits and restored trains that highlight the region's rich rail history right here in Jefferson County.
- Fishing on the Apalachicola River: Enjoy a peaceful day casting your line along this scenic waterway, known for its abundant freshwater fish and tranquil surroundings.
- Visiting local art galleries and studios: Immerse yourself in the area's vibrant arts community while browsing unique handcrafted pieces by talented regional artists.
- Hiking in natural preserves: Experience the region's diverse ecosystems firsthand through scenic trails that offer opportunities for wildlife viewing and outdoor relaxation.
Other Places to Stay in Jefferson County, FL
Letchworth-Love Mounds Archaeological State Park
Waukeenah
Ashville
Wacissa
Lamont
Monticello
Drifton
Monticello Jefferson County Chamber of Commerce
Monticello Opera House
Jefferson County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area’s event calendar to align your stay with community festivals or local markets, enhancing your experience in this charming region.
- Explore Natural Beauty: Take advantage of outdoor activities available nearby, such as parks and scenic spots, to truly immerse yourself in this destination’s natural surroundings.
- Utilize Nearby Amenities: Choose accommodations close to essential amenities like grocery stores and dining options to make your stay comfortable and convenient in this area.
- Engage with the Local Community: Participate in neighborhood events or visit local establishments to gain authentic insights into the culture and lifestyle here.
Transportation Options
- Jefferson County Transit System: The local transit system offers reliable bus services that connect you to key areas within this region, making it easy to explore without a car.
- Private Car Rentals: Renting a car provides the flexibility to visit attractions and natural sites at your own pace in this part of Florida's Panhandle.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are available here, offering convenient transportation for short trips around the area.
- Nearby Regional Airports: The closest airports provide accessible air travel options for reaching this destination from other parts of Florida and beyond.
Local Customs Options
- Southern Hospitality: You’ll notice a warm welcome and friendly interactions that reflect the region’s reputation for southern hospitality when visiting here.
Participating in local folk festivals provides a glimpse into the area's rich cultural traditions and community spirit. - Traditional Crafts: Exploring local craft markets reveals the region's dedication to preserving traditional arts and handmade goods.
- Religious Celebrations: Observing community religious celebrations offers insight into the area's deep-rooted spiritual customs and practices.
Jefferson County Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Jefferson County?
There are a lot of options in Jefferson County. If you plan on staying in the Jefferson County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jefferson County:
- Cozy Cottage surrounded by antebelllum homes close to downtown.
- Secluded pool home on 4+ acres
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- Charming Monticello Retreat: Explore History, Shops, and Local Delights
- 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
- Newer home in historic Monticello Fl
2. Which vacation homes in Jefferson County are best for families?
If you are looking for a family-friendly vacation home in Jefferson County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jefferson County:
3. 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 39 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.
4. What is the cancellation policy for vacation rentals in this region?
The cancellation policies vary depending on the specific property listing. You should review the cancellation terms listed with each vacation rental or contact the owner directly to understand your options regarding refunds or changes.
5. How do I know if a vacation rental is available during my travel dates?
Availability is shown in real-time on the listing you are interested in. If you'd like further confirmation, reaching out to the property owner can provide additional assurance about your chosen dates.
6. Are there any hidden fees I should be aware of when booking here?
Most listings clearly specify all applicable fees, including cleaning or service charges. Be sure to read the full details on each property page, and feel free to contact the owner if you have questions about potential additional costs.
7. What amenities are typically included in vacation rentals here?
Amenities can vary by property, but common features include Wi-Fi, fully equipped kitchens, outdoor spaces, and parking. To confirm what’s included, review the amenities listed with each vacation rental or contact the owner directly.
8. What steps should I take before confirming my reservation in this destination?
Review the property description, photos, amenities, and policies carefully. It’s also recommended to communicate with the owner to clarify any questions and confirm that the rental meets your needs before completing your booking.
Jefferson County Top Rated Vacation Rentals
Bed & Breakfast
10.0(11 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Pool
- Parking
- Internet
Security/Safety
US $195/Night
7 Nights - US $1,367
House
3 Bedrooms
3 Baths
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $243/Night
7 Nights - US $1,698
