Monticello Vacation Rentals

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Jan 11 - Jan 12
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Jan 23 - Jan 25

Our top choices for Monticello vacation rentals

Interior
Camellia Cottage - wheelchair friendly

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 ￥13,926
￥30,950 total
includes taxes & fees
Jan 13 - Jan 14
Camellia Cottage - wheelchair friendly
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.

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 ￥22,105
￥51,867 total
includes taxes & fees
Jan 13 - Jan 14
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

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 ￥19,184
￥47,817 total
includes taxes & fees
Jan 13 - Jan 14
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
Fridge, microwave, oven, stovetop
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

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 ￥13,784
￥30,850 total
includes taxes & fees
Jan 21 - Jan 22
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
Fridge, microwave, oven, stovetop
Mimosa Getaway - Less than 1 mile from Downtown

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 ￥15,789
￥51,156 total
includes taxes & fees
Jan 14 - Jan 15
Mimosa Getaway - Less than 1 mile from Downtown
Interior
Scenic beauty on the bay

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 ￥11,242
￥22,558 total
includes taxes & fees
Jan 13 - Jan 14
Scenic beauty on the bay
Courtyard
stayAPT Suites Tallahassee-Capitol

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 ￥18,599
￥20,923 total
includes taxes & fees
Jan 16 - Jan 17
stayAPT Suites Tallahassee-Capitol
Property grounds
Cozy Guest house - Near FSU, Trails, and the airport.

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 ￥11,842
￥22,697 total
includes taxes & fees
Jan 18 - Jan 19
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

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (55 reviews)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
The price is ￥8,952
￥26,344 total
includes taxes & fees
Jan 13 - Jan 14
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Outdoor dining
An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills
Thomasville
9.8 out of 10, Exceptional, (24 reviews)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
The price is ￥15,000
￥49,041 total
includes taxes & fees
Jan 21 - Jan 22
An elegant waterside retreat in the Red Hills
Smart TV
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

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 ￥12,754
￥28,164 total
includes taxes & fees
Jan 13 - Jan 14
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
Interior
New-1 Mile to FSU-Artsy Tree-House

New-1 Mile to FSU-Artsy Tree-House

New-1 Mile to FSU-Artsy Tree-House
2.0 star property
Griffin Heights
9.8 out of 10, Exceptional, (8 reviews)
"Nice, whimsical place. Clean…felt like a treehouse. "
United States
Rob G.
The price is ￥8,949
￥26,549 total
includes taxes & fees
Jan 21 - Jan 22
New-1 Mile to FSU-Artsy Tree-House
2 bedrooms, iron/ironing board, WiFi, bed sheets
Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"Great location"
United States
Landon W.
The price is ￥14,210
￥45,662 total
includes taxes & fees
Jan 18 - Jan 19
Mimosa Cottage - Near Downtown Thomasville
Smart TV
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
Tallahassee
9.6 out of 10, Exceptional, (4 reviews)
"This was a perfect place to stay for a FSU game. We could make simple meals and we weren’t caught up in the craziness of Tallahassee. We were two couples, each of us had a bedroom & bath. Nice living area with Roku tv. "
United States
Terry W.
The price is ￥11,368
￥30,315 total
includes taxes & fees
Jan 16 - Jan 17
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
Dining
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space

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, (92 reviews)
"The property was nice, warm, and inviting."
United States
Mark
The price is ￥10,658
￥17,814 total
includes taxes & fees
Jan 21 - Jan 22
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
Smart TV
BEST location Quiet Cottage Pets Kitchen

BEST location Quiet Cottage Pets Kitchen

BEST location Quiet Cottage Pets Kitchen
Old Town Tallahassee
10.0 out of 10, Exceptional, (37 reviews)
"We enjoyed how cute and cozy this place was. It was so close to FSU, but in a quiet neighborhood. Highly recommend!"
United States
Jennifer W.
The price is ￥8,605
￥26,161 total
includes taxes & fees
Feb 3 - Feb 4
BEST location Quiet Cottage Pets Kitchen
TV, offices
The Budget Friendly Home

The Budget Friendly Home

The Budget Friendly Home
2.0 star property
Tallahassee
10.0 out of 10, Exceptional, (1 review)
"Definitely our host!!"
United States
Shannon T.
The price is ￥12,631
￥29,809 total
includes taxes & fees
Jan 19 - Jan 20
The Budget Friendly Home
Exterior
Fully-Fenced Backyard! Perfect for Families/Groups

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 ￥15,805
￥87,017 total
includes taxes & fees
Jan 18 - Jan 19
Fully-Fenced Backyard! Perfect for Families/Groups
TV, books
Sprawling Updated Ranch with Fireplace on Wimbledon

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 ￥17,368
￥57,440 total
includes taxes & fees
Jan 13 - Jan 14
Sprawling Updated Ranch with Fireplace on Wimbledon
Property grounds
Cheerful 2-bedroom Easy Street Townhouse

Cheerful 2-bedroom Easy Street Townhouse

Cheerful 2-bedroom Easy Street Townhouse
Tallahassee
9.8 out of 10, Exceptional, (38 reviews)
"One of the best equipped BNBs ive stayed at in my 40plus years of renting cottages. Comfy bed and pillows.Lights were on which was very welcoming when i arrived after dark. I definitely recommend this one. "
United States
Mary
The price is ￥11,052
￥17,368 total
includes taxes & fees
Jan 14 - Jan 15
Cheerful 2-bedroom Easy Street Townhouse
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 Monticello Hotel Reviews

BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

10/10 Excellent
"Driving from Texas to S. Florida, we decided to pent one night at Bob Hotels to rest. It was clean, quiet and convenience. The staff was nice and helpful. I will definitely stay here again."
stephen 1-night trip
Posted 23 hours ago
BOB Hotels Tallahassee - Boutique on Budget

Find out more about Monticello

Search for holiday rentals in Monticello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticello using one of the methods below:

  • View our selection of featured holiday rentals in Monticello
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  • Enter your travel dates to view the best deals on holiday rentals in Monticello while they last

Look no further and take a look at our great range of rental properties in Monticello!

Frequently asked questions

Can I find vacation rentals in Monticello?

Yes, we give you a choice of vacation rentals close to popular local attractions in Monticello, or you can select a more secluded option if you'd like a relaxing place to stay. Monticello is known for its football games and coffeehouses. Make sure you have time to check out the wineries while you're in the area.

What's the top vacation rental that Monticello has to offer?

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!: This vacation home rental outside of Monticello offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Monticello?

Expedia has 13 vacation rentals for your stay in Monticello.

What’s there to see and do in Monticello?

"Boots" Thomas Veteran Memorial Park and Jordan Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Monticello Opera House is one of the cultural attractions. While here, St. Marks River Preserve State Park and Jefferson Country R. J. Nailer Public Library are other places worth a visit.

What’s a vacation rental in Monticello like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Monticello. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip.