Jefferson County Holiday Rentals

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Our top choices for Jefferson County holiday rentals

Interior
Camellia Cottage - wheelchair friendly

Cottage in Monticello

Camellia Cottage - wheelchair friendly
10.0 out of 10, Exceptional, (10)
"Great location, clean, and comfortable. "
United States
Teresa
The price is HK$763
HK$1,595 total
includes taxes & fees
25 Jan - 26 Jan
Camellia Cottage - wheelchair friendly
Fridge, microwave, oven, stovetop
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Holiday Home in Monticello

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
10.0 out of 10, Exceptional, (16)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is HK$1,090
HK$2,527 total
includes taxes & fees
11 Jan - 12 Jan
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Outdoor dining
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

Mobile Home in Crawfordville

Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
10.0 out of 10, Exceptional, (74)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
The price is HK$946
HK$2,389 total
includes taxes & fees
13 Jan - 14 Jan
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Smart TV
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Holiday Home in Crawfordville

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a wonderful stay! Very spacious, super clean, well stocked, great hosts!! Highly recommend "
United States
Sonja C.
The price is HK$1,207
HK$2,680 total
includes taxes & fees
25 Jan - 26 Jan
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!
Courtyard
stayAPT Suites Tallahassee-Capitol

Aparthotel in Tallahassee

stayAPT Suites Tallahassee-Capitol
4.0 star property
9.0 out of 10, Wonderful, (66)
"Everything was great! Nice room"
United States
Jennifer
The price is HK$917
HK$1,032 total
includes taxes & fees
17 Jan - 18 Jan
stayAPT Suites Tallahassee-Capitol
Fridge, microwave, oven, stovetop
Mimosa Getaway - Less than 1 mile from Downtown

Holiday Home in Thomasville

Mimosa Getaway - Less than 1 mile from Downtown
2.0 star property
9.6 out of 10, Exceptional, (11)
"The house was very comfortable and clean, also close to downtown area "
United States
rushawn h.
The price is HK$779
HK$2,515 total
includes taxes & fees
11 Jan - 12 Jan
Mimosa Getaway - Less than 1 mile from Downtown
Fridge, microwave, oven, stovetop
Cottage 229 - Downtown Historic Thomasville Getaway

Holiday Home in Thomasville

Cottage 229 - Downtown Historic Thomasville Getaway
2.0 star property
10.0 out of 10, Exceptional, (13)
"Perfect location and accommodations. Relaxing and goes perfectly with the charm of Thomasville. Will stay again. "
United States
Michelle B.
The price is HK$1,168
HK$2,943 total
includes taxes & fees
2 Feb - 3 Feb
Cottage 229 - Downtown Historic Thomasville Getaway
Property grounds
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Cottage in Crawfordville

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
10.0 out of 10, Exceptional, (55)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
The price is HK$441
HK$1,299 total
includes taxes & fees
13 Jan - 14 Jan
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Beach
Dragonfly on the Canal

Holiday Home in Crawfordville

Dragonfly on the Canal
2.0 star property
10.0 out of 10, Exceptional, (35)
"Felt like home wished our stay was longer"
United States
Anthony B.
The price is HK$1,086
HK$2,522 total
includes taxes & fees
22 Jan - 23 Jan
Dragonfly on the Canal
Exterior detail
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

Holiday Home in Thomasville

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
10.0 out of 10, Exceptional, (133)
"Great location "
United States
Misti
The price is HK$1,316
HK$2,733 total
includes taxes & fees
11 Jan - 12 Jan
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
TV, books
Sprawling Updated Ranch with Fireplace on Wimbledon

Holiday Home in Thomasville

Sprawling Updated Ranch with Fireplace on Wimbledon
2.0 star property
9.6 out of 10, Exceptional, (14)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
The price is HK$856
HK$2,833 total
includes taxes & fees
12 Jan - 13 Jan
Sprawling Updated Ranch with Fireplace on Wimbledon
TV, offices
The Budget Friendly Home

Holiday Home in Tallahassee

The Budget Friendly Home
2.0 star property
10.0 out of 10, Exceptional, (1)
"Definitely our host!!"
United States
Shannon T.
The price is HK$623
HK$1,470 total
includes taxes & fees
21 Jan - 22 Jan
The Budget Friendly Home
Fridge, microwave, oven, stovetop
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Cottage in Crawfordville

Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
10.0 out of 10, Exceptional, (126)
"The stay at the property was great! "
United States
shelia j.
The price is HK$659
HK$1,498 total
includes taxes & fees
13 Jan - 14 Jan
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Smart TV
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

Apartment in Tallahassee

Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
2.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect location. Lovely place, clean, everything you need. "
United States
Paul M.
The price is HK$786
HK$1,589 total
includes taxes & fees
12 Jan - 13 Jan
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
Microwave, oven, stovetop
Scrooge: Cozy tiny cabin on Christmas Tree Farm in South Georgia.

Cabin in Cairo

Scrooge: Cozy tiny cabin on Christmas Tree Farm in South Georgia.
2.0 star property
The price is HK$934
HK$1,640 total
includes taxes & fees
21 Jan - 22 Jan
Scrooge: Cozy tiny cabin on Christmas Tree Farm in South Georgia.
Property grounds
Cozy Guest house - Near FSU, Trails, and the airport.

Apartment in Tallahassee

Cozy Guest house - Near FSU, Trails, and the airport.
2.0 star property
10.0 out of 10, Exceptional, (1)
"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$584
HK$1,119 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Guest house - Near FSU, Trails, and the airport.
TV
Family Friendly! Private Full House 20 minutes to FSU

Holiday Home in Tallahassee

Family Friendly! Private Full House 20 minutes to FSU
2.0 star property
9.2 out of 10, Wonderful, (10)
"Great stay and house."
United States
William B.
The price is HK$1,226
HK$3,388 total
includes taxes & fees
10 Jan - 11 Jan
Family Friendly! Private Full House 20 minutes to FSU
Interior
Scenic beauty on the bay

Holiday Home in Crawfordville

Scenic beauty on the bay
2.0 star property
10.0 out of 10, Exceptional, (1)
"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$554
HK$1,112 total
includes taxes & fees
12 Jan - 13 Jan
Scenic beauty on the bay
Fridge, microwave, oven, stovetop
Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.

Holiday Home in Tallahassee

Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.
2.0 star property
10.0 out of 10, Exceptional, (4)
"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$997
HK$2,401 total
includes taxes & fees
12 Jan - 13 Jan
Early & Last Min BKG Discount-Peaceful Siesta-Close to I-10 and Universities.
Exterior detail
SOUTHERN CHARM (Kid’s Bunk Room!)

Holiday Home in Thomasville

SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (77)
"Wonderful stay would love to stay again!"
United States
Lakeisa C.
The price is HK$1,285
HK$2,728 total
includes taxes & fees
24 Jan - 25 Jan
SOUTHERN CHARM (Kid’s Bunk Room!)
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

Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee

10/10 Excellent
"Super clean, safe area, comfortable beds. Staff really great! "
Alyssa 1-night trip
Posted 9 hours ago
Drury Plaza Hotel Tallahassee