Monticello Vacation Rentals

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Our top choices for Monticello vacation rentals

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 ¥23,381
¥37,721 total
includes taxes & fees
Mar 1 - Mar 2
The Budd-Pafford House - The Exploration Suite

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, (18 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is ¥21,822
¥50,268 total
includes taxes & fees
Mar 9 - Mar 10
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, (75 reviews)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
The price is ¥18,938
¥47,829 total
includes taxes & fees
Mar 8 - Mar 9
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

Wild Adventures Family Retreat

Wild Adventures Family Retreat
Valdosta
9.4 out of 10, Exceptional, (9 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 ¥24,452
¥67,934 total
includes taxes & fees
Mar 17 - Mar 18
Wild Adventures Family Retreat

Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (14 reviews)
"Great location"
United States
Landon W.
The price is ¥14,053
¥45,625 total
includes taxes & fees
Mar 1 - Mar 2
Mimosa Cottage - Near Downtown Thomasville

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
9.8 out of 10, Exceptional, (6 reviews)
"Good stay, close enough to activities. "
United States
Tonya S.
The price is ¥11,223
¥29,772 total
includes taxes & fees
Mar 5 - Mar 6
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

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

Your Home-Away From Home! Family and Pet Friend!
Tallahassee
9.6 out of 10, Exceptional, (14 reviews)
"Always a great place to stay"
United States
Robert W.
The price is ¥11,383
¥24,711 total
includes taxes & fees
Mar 2 - Mar 3
Your Home-Away From Home! Family and Pet Friend!

Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
Thomasville
9.6 out of 10, Exceptional, (12 reviews)
"Clean, convenient location, and easy check in."
United States
Emily H.
The price is ¥15,587
¥50,502 total
includes taxes & fees
Mar 2 - Mar 3
Mimosa Getaway - Less than 1 mile from Downtown

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 ¥14,833
¥46,935 total
includes taxes & fees
Mar 16 - Mar 17
An elegant waterside retreat in the Red Hills

Cheerful 2-bedroom Easy Street Townhouse

Cheerful 2-bedroom Easy Street Townhouse
Tallahassee
9.8 out of 10, Exceptional, (43 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 ¥14,808
¥21,531 total
includes taxes & fees
Mar 2 - Mar 3
Cheerful 2-bedroom Easy Street Townhouse

The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (22 reviews)
"Awesome location! We enjoyed our stay!"
United States
T.J. A.
The price is ¥15,587
¥42,085 total
includes taxes & fees
Mar 1 - Mar 2
The Roost - Downtown Thomasville

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, (95 reviews)
"The property was nice, warm, and inviting."
United States
Mark
The price is ¥13,209
¥20,618 total
includes taxes & fees
Mar 1 - Mar 2
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space

Fully-Fenced Backyard! Perfect for Families/Groups

Fully-Fenced Backyard! Perfect for Families/Groups
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 ¥10,821
¥79,081 total
includes taxes & fees
Mar 1 - Mar 2
Fully-Fenced Backyard! Perfect for Families/Groups

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 ¥17,925
¥58,171 total
includes taxes & fees
Mar 4 - Mar 5
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Spacious 4BR Home Near Midtown & FSU

Spacious 4BR Home Near Midtown & FSU
Tallahassee
9.4 out of 10, Exceptional, (3 reviews)
"Very quiet neighborhood and convenient to restaurants and shopping.Great home to visit with family."
United States
Vicki H.
The price is ¥13,912
¥77,133 total
includes taxes & fees
Mar 1 - Mar 2
Spacious 4BR Home Near Midtown & FSU

Studio walking distance to Stadium & Nightlife!

Studio walking distance to Stadium & Nightlife!
College Town
9.8 out of 10, Exceptional, (65 reviews)
"The room was spotless, plenty of towels, washcloths, etc. Walking distance to the capitol. Owner easily accessible."
United States
Constance
The price is ¥8,432
¥20,514 total
includes taxes & fees
Mar 1 - Mar 2
Studio walking distance to Stadium & Nightlife!

Newly Built, Stunning 4BR/2BA with Waterfront Views

Newly Built, Stunning 4BR/2BA with Waterfront Views
Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"Great place to stay and good people to deal with. "
United States
RYAN H.
The price is ¥22,289
¥63,507 total
includes taxes & fees
Mar 4 - Mar 5
Newly Built, Stunning 4BR/2BA with Waterfront Views

Clean and open 3bd/2ba in a quiet close-in neighborhood

Clean and open 3bd/2ba in a quiet close-in neighborhood
Tallahassee
9.8 out of 10, Exceptional, (79 reviews)
"This is a nice place to stay. Its not too far from the universities."
United States
Robert J.
The price is ¥17,425
¥53,056 total
includes taxes & fees
Mar 2 - Mar 3
Clean and open 3bd/2ba in a quiet close-in neighborhood

Cottage 229 - Downtown Historic Thomasville Getaway

Cottage 229 - Downtown Historic Thomasville Getaway
Thomasville
10.0 out of 10, Exceptional, (15 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 ¥20,923
¥55,386 total
includes taxes & fees
Mar 22 - Mar 23
Cottage 229 - Downtown Historic Thomasville Getaway

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
Thomasville
9.6 out of 10, Exceptional, (9 reviews)
"The place was clean and beautiful! I felt safe there, thank you!"
United States
Sabrina S.
The price is ¥18,237
¥40,732 total
includes taxes & fees
Mar 7 - Mar 8
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
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

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:

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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?

Pet friendly Kayak with the manatees: This vacation home rental outside of Monticello offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Monticello?

Expedia has 16 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 Correctional Institution 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.