Jefferson County Holiday Rentals

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Our top choices for Jefferson County holiday rentals

Camellia Cottage - wheelchair friendly

Camellia Cottage - wheelchair friendly
Monticello
10.0 out of 10, Exceptional, (10 reviews)
"Great location, clean, and comfortable. "
United States
Teresa
The price is HK$687
HK$1,528 total
includes taxes & fees
13 Jan - 14 Jan
Camellia Cottage - wheelchair friendly

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, (16 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is HK$1,091
HK$2,561 total
includes taxes & fees
13 Jan - 14 Jan
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

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, (74 reviews)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
The price is HK$947
HK$2,361 total
includes taxes & fees
13 Jan - 14 Jan
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

stayAPT Suites Tallahassee-Capitol

stayAPT Suites Tallahassee-Capitol
4.0 star property
Tallahassee
9.0 out of 10, Wonderful, (66 reviews)
"Everything was great! Nice room"
United States
Jennifer
The price is HK$918
HK$1,033 total
includes taxes & fees
16 Jan - 17 Jan
stayAPT Suites Tallahassee-Capitol

Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
2.0 star property
Thomasville
9.6 out of 10, Exceptional, (11 reviews)
"The house was very comfortable and clean, also close to downtown area "
United States
rushawn h.
The price is HK$779
HK$2,525 total
includes taxes & fees
14 Jan - 15 Jan
Mimosa Getaway - Less than 1 mile from Downtown

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay! Very spacious, super clean, well stocked, great hosts!! Highly recommend "
United States
Sonja C.
The price is HK$1,208
HK$2,714 total
includes taxes & fees
25 Jan - 26 Jan
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Cottage 229 - Downtown Historic Thomasville Getaway

Cottage 229 - Downtown Historic Thomasville Getaway
2.0 star property
Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"We loved the home! Everything we needed was there for us and the location was perfect. Would love to stay here again!"
United States
emily h.
The price is HK$1,169
HK$2,993 total
includes taxes & fees
2 Feb - 3 Feb
Cottage 229 - Downtown Historic Thomasville Getaway

Dragonfly on the Canal

Dragonfly on the Canal
2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (35 reviews)
"Felt like home wished our stay was longer"
United States
Anthony B.
The price is HK$1,087
HK$2,564 total
includes taxes & fees
13 Jan - 14 Jan
Dragonfly on the Canal

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (133 reviews)
"Great location "
United States
Misti
The price is HK$1,317
HK$2,744 total
includes taxes & fees
13 Jan - 14 Jan
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (56 reviews)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
The price is HK$442
HK$1,301 total
includes taxes & fees
13 Jan - 14 Jan
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
2.0 star property
Tallahassee
10.0 out of 10, Exceptional, (7 reviews)
"Perfect location. Lovely place, clean, everything you need. "
United States
Paul M.
The price is HK$630
HK$1,390 total
includes taxes & fees
13 Jan - 14 Jan
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

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

Cozy Guest house - Near FSU, Trails, and the airport.
2.0 star property
Tallahassee
10.0 out of 10, Exceptional, (1 review)
"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$585
HK$1,120 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Guest house - Near FSU, Trails, and the airport.

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Crawfordville
10.0 out of 10, Exceptional, (126 reviews)
"The stay at the property was great! "
United States
shelia j.
The price is HK$659
HK$1,500 total
includes taxes & fees
13 Jan - 14 Jan
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Private Large Bedroom blocks from FSU

Private Large Bedroom blocks from FSU
2.0 star property
Griffin Heights
The price is HK$351
HK$857 total
includes taxes & fees
16 Jan - 17 Jan
Private Large Bedroom blocks from FSU

Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
2.0 star property
Thomasville
9.6 out of 10, Exceptional, (14 reviews)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
The price is HK$857
HK$2,836 total
includes taxes & fees
13 Jan - 14 Jan
Sprawling Updated Ranch with Fireplace on Wimbledon

Scenic beauty on the bay

Scenic beauty on the bay
2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (1 review)
"Mark was a phenomenal host. Great communication, transparency, and hospitality. We enjoyed our time and look forward to the next visit!"
United States
Katelyn B.
The price is HK$555
HK$1,114 total
includes taxes & fees
13 Jan - 14 Jan
Scenic beauty on the bay

Family Friendly! Private Full House 20 minutes to FSU

Family Friendly! Private Full House 20 minutes to FSU
2.0 star property
Tallahassee
9.2 out of 10, Wonderful, (10 reviews)
"Great stay and house."
United States
William B.
The price is HK$1,122
HK$3,313 total
includes taxes & fees
13 Jan - 14 Jan
Family Friendly! Private Full House 20 minutes to FSU

Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.

Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.
2.0 star property
Tallahassee
10.0 out of 10, Exceptional, (4 reviews)
"The house exceeded our expectations—clean, comfortable, and even nicer than the photos. It’s in a good location, close to everything we needed, which made our stay even more enjoyable"
United States
Susana E.
The price is HK$998
HK$2,396 total
includes taxes & fees
13 Jan - 14 Jan
Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.

Aqua Oasis - Private Bedroom in Lovely Townhome

Aqua Oasis - Private Bedroom in Lovely Townhome
2.0 star property
Tallahassee
The price is HK$327
HK$792 total
includes taxes & fees
13 Jan - 14 Jan
Aqua Oasis - Private Bedroom in Lovely Townhome

Fully-Fenced Backyard! Perfect for Families/Groups

Fully-Fenced Backyard! Perfect for Families/Groups
2.0 star property
Tallahassee
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay at this property! It was a well maintained home in a new neighborhood. The owners were responsive and the home was well stocked. Would stay here again!"
United States
Lewis C.
The price is HK$729
HK$4,230 total
includes taxes & fees
18 Jan - 19 Jan
Fully-Fenced Backyard! Perfect for Families/Groups
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