Jefferson County Holiday Rentals

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Our top choices for Jefferson County holiday rentals

Fridge, microwave, oven, stovetop

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Monticello
10.0 out of 10, Exceptional, (21 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is HK$1,096
HK$2,486 total
includes taxes & fees
13 Apr - 14 Apr
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Exterior

The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful, clean home. Well stocked kitchen and bedroom/bathroom. My bed was wonderful. The house is within walking distance to many restaurants, shops, markets, etc. Wonderful location."
United States
Jennifer T.
The price is HK$1,175
HK$1,879 total
includes taxes & fees
13 Apr - 14 Apr
The Budd-Pafford House - The Exploration Suite
Interior

Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (1 review)
"Quiet and relaxing spot. Very well maintained and clean. Wonderful hosts. My only regret is that we couldn't stay longer."
United States
KARL L.
The price is HK$1,370
HK$1,695 total
includes taxes & fees
30 Apr - 1 May
Dog friendly nature preserve Monticello, FL
Outdoor dining

Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Crawfordville
10.0 out of 10, Exceptional, (76 reviews)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
The price is HK$951
HK$2,364 total
includes taxes & fees
13 Apr - 14 Apr
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Dining

Serene Smart Home, Big Backyard, PET FRIENDLY!

Serene Smart Home, Big Backyard, PET FRIENDLY!
Tallahassee
9.6 out of 10, Exceptional, (21 reviews)
"Very clean, well stocked, & great space for college-age kids & parents."
United States
Pamela B.
The price is HK$775
HK$4,698 total
includes taxes & fees
13 Apr - 14 Apr
Serene Smart Home, Big Backyard, PET FRIENDLY!
Fridge, microwave, oven, stovetop

Wild Adventures Family Retreat

Wild Adventures Family Retreat
Valdosta
9.6 out of 10, Exceptional, (11 reviews)
"Very clean, good location, and great space. Our family enjoyed our stay and will definitely be back."
United States
Stefanie D.
The price is HK$981
HK$3,086 total
includes taxes & fees
13 Apr - 14 Apr
Wild Adventures Family Retreat
Private kitchen

A Stylish Blue Haven in Valdosta

A Stylish Blue Haven in Valdosta
Valdosta
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay "
United States
David N.
The price is HK$1,085
HK$2,981 total
includes taxes & fees
14 Apr - 15 Apr
A Stylish Blue Haven in Valdosta
Outdoor dining

An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills
Thomasville
9.8 out of 10, Exceptional, (25 reviews)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
The price is HK$744
HK$2,401 total
includes taxes & fees
13 Apr - 14 Apr
An elegant waterside retreat in the Red Hills
Dining

Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space

Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
Tallahassee
10.0 out of 10, Exceptional, (97 reviews)
"Enjoyed the stay."
United States
Teri D.
The price is HK$599
HK$963 total
includes taxes & fees
15 Apr - 16 Apr
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
Fridge, microwave, oven, stovetop

Convenient Game Day 1BR Condo Near FSU Stadium

Convenient Game Day 1BR Condo Near FSU Stadium
Tallahassee
9.8 out of 10, Exceptional, (19 reviews)
"The owner was very attentive and the location was great! "
United States
Angie M.
The price is HK$454
HK$2,359 total
includes taxes & fees
13 Apr - 14 Apr
Convenient Game Day 1BR Condo Near FSU Stadium
2 bedrooms, iron/ironing board, WiFi, bed sheets

Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (17 reviews)
"Nice and clean great location "
United States
Russ W.
The price is HK$705
HK$2,437 total
includes taxes & fees
19 Apr - 20 Apr
Mimosa Cottage - Near Downtown Thomasville
2 bedrooms, iron/ironing board, travel cot, WiFi

Charming 2-bedroom cottage built with children and pets in mind.

Charming 2-bedroom cottage built with children and pets in mind.
Thomasville
9.6 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay in Thomasville! The beds were comfortable, everything was clean and my dogs especially loved the court yard area. It was in walking distance to downtown which we loved. Would definitely stay here again! "
United States
Lindsey J.
The price is HK$1,022
HK$2,421 total
includes taxes & fees
16 Apr - 17 Apr
Charming 2-bedroom cottage built with children and pets in mind.
TV, books

Lovely guesthouse near I10 with enclosed yard; near I10

Lovely guesthouse near I10 with enclosed yard; near I10
Killearn Estates
10.0 out of 10, Exceptional, (9 reviews)
"Convenient location"
United States
Travis B.
The price is HK$705
HK$1,662 total
includes taxes & fees
11 May - 12 May
Lovely guesthouse near I10 with enclosed yard; near I10
Fridge, microwave, oven, stovetop

Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
Thomasville
9.6 out of 10, Exceptional, (13 reviews)
"Clean, convenient location, and easy check in."
United States
Emily H.
The price is HK$783
HK$2,537 total
includes taxes & fees
13 Apr - 14 Apr
Mimosa Getaway - Less than 1 mile from Downtown
Property grounds

Cozy Guest house - Near FSU, Trails, and the airport.

Cozy Guest house - Near FSU, Trails, and the airport.
Tallahassee
10.0 out of 10, Exceptional, (5 reviews)
"I had the most wonderful stay here! It’s super cute and cozy! From the moment I arrived, I felt right at home. The space was spotless, thoughtfully decorated, and full of charming touches that made it truly special. The bed was incredibly comfortable, the lighting was warm and inviting, and every little detail—from the soft blankets to the well-stocked kitchen—showed how much care went into creating a relaxing environment.The location was perfect too: peaceful and quiet, yet close enough to...
United States
Beth H.
The price is HK$587
HK$1,126 total
includes taxes & fees
13 Apr - 14 Apr
Cozy Guest house - Near FSU, Trails, and the airport.
Property grounds

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (63 reviews)
"It had lovely decor and lots of little details to make stay very cozy."
United States
Tammy
The price is HK$893
HK$1,858 total
includes taxes & fees
13 Apr - 14 Apr
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Dining

Your Home-Away From Home! Family and Pet Friend!

Your Home-Away From Home! Family and Pet Friend!
Tallahassee
8.8 out of 10, Excellent, (19 reviews)
"Always a great place to stay"
United States
Robert W.
The price is HK$564
HK$1,231 total
includes taxes & fees
16 Apr - 17 Apr
Your Home-Away From Home! Family and Pet Friend!
Fridge, microwave, oven, stovetop

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Crawfordville
10.0 out of 10, Exceptional, (129 reviews)
"The stay at the property was great! "
United States
shelia j.
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Interior

The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (24 reviews)
"Awesome location! We enjoyed our stay!"
United States
T.J. A.
The price is HK$783
HK$2,114 total
includes taxes & fees
15 Apr - 16 Apr
The Roost - Downtown Thomasville
Fridge, microwave, oven, stovetop

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Thomasville
9.4 out of 10, Exceptional, (27 reviews)
"Very comfortable place to stay when visiting Thomasville! "
United States
Sarah S.
The price is HK$1,135
HK$3,090 total
includes taxes & fees
12 May - 13 May
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jefferson County Hotel Reviews

Hotel Indigo Tallahassee - Collegetown by IHG

Hotel Indigo Tallahassee - Collegetown by IHG

10/10 Excellent
"Very clean "
Carlee 1-night trip
Posted 11 hours ago
Hotel Indigo Tallahassee - Collegetown by IHG