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Monticello Vacation Rentals

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Our top choices for Monticello vacation rentals

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Monticello
9.6 out of 10, Exceptional, (18 reviews)
"Cute house in great location. "
United States
Dan L.
The price is CA $139
CA $308 total
includes taxes & fees
Jul 19 - Jul 20
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
9.0 out of 10, Wonderful, (13 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 CA $212
CA $351 total
includes taxes & fees
Jun 28 - Jun 29
The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House: The Rose Room

The Budd-Pafford House: The Rose Room
Monticello
8.2 out of 10, Very good, (10 reviews)
"Easy location to access. Friendly host."
United States
Mary Ellen W.
The price is CA $177
CA $305 total
includes taxes & fees
Jun 24 - Jun 25
The Budd-Pafford House: The Rose Room

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, (23 reviews)
"Wonderful property! Highly recommend it!"
United States
Rene K.
The price is CA $198
CA $465 total
includes taxes & fees
Jun 28 - Jun 29
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (2 reviews)
"Nice rustic environment and very pet friendly."
United States
Jeff B.
The price is CA $248
CA $305 total
includes taxes & fees
Jun 30 - Jul 1
Dog friendly nature preserve Monticello, FL

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, (78 reviews)
"What a great property! The house is fully equipped for your stay and the sunrises are breathtaking!"
United States
Donna M.
The price is CA $172
CA $437 total
includes taxes & fees
Jun 28 - Jun 29
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf

A Stylish Blue Haven in Valdosta

A Stylish Blue Haven in Valdosta
Valdosta
9.6 out of 10, Exceptional, (5 reviews)
"Great place to stay "
United States
David N.
The price is CA $177
CA $520 total
includes taxes & fees
Jun 29 - Jun 30
A Stylish Blue Haven in Valdosta

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (60 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
The price is CA $126
CA $443 total
includes taxes & fees
Jul 6 - Jul 7
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills
Thomasville
9.8 out of 10, Exceptional, (31 reviews)
"Quiet, peaceful surroundings "
United States
Lili G.
The price is CA $118
CA $436 total
includes taxes & fees
Jun 28 - Jun 29
An elegant waterside retreat in the Red Hills

stayAPT Suites Tallahassee-Capitol

stayAPT Suites Tallahassee-Capitol
4.0 star property
Tallahassee
8.8 out of 10, Excellent, (129 reviews)
"Missing was a pot dishwashing soap But best place to stay I love it Will be staying here next time"
United States
jessica
The price is CA $133
CA $150 total
includes taxes & fees
Jun 29 - Jun 30
stayAPT Suites Tallahassee-Capitol

Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.6 out of 10, Exceptional, (20 reviews)
"Was a very comfortable home for our girl’s trip of 5 ladies! "
United States
Julia N.
The price is CA $132
CA $514 total
includes taxes & fees
Jun 24 - Jun 25
Sprawling Updated Ranch with Fireplace on Wimbledon

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, (10 reviews)
"Host was very responsive and accommodating. Home was comfortable and well equipped. Would book again!"
United States
Andrew K.
The price is CA $172
CA $424 total
includes taxes & fees
Jun 25 - Jun 26
Charming 2-bedroom cottage built with children and pets in mind.

Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (21 reviews)
"Stay and area was Great!"
United States
Geoff
The price is CA $114
CA $447 total
includes taxes & fees
Jul 22 - Jul 23
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, (8 reviews)
"Quiet place to stay"
United States
Albert and Lindsay R.
The price is CA $118
CA $292 total
includes taxes & fees
Jun 24 - Jun 25
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Convenient Game Day 1BR - Condo Near FSU Stadium

Convenient Game Day 1BR - Condo Near FSU Stadium
Tallahassee
9.8 out of 10, Exceptional, (20 reviews)
"The owner was very attentive and the location was great! "
United States
Angie M.
The price is CA $110
CA $468 total
includes taxes & fees
Jun 24 - Jun 25
Convenient Game Day 1BR - Condo Near FSU Stadium

Tally Town Gem: 2BR/2BA Townhome, Sleeps 6!

Tally Town Gem: 2BR/2BA Townhome, Sleeps 6!
Tallahassee
8.8 out of 10, Excellent, (3 reviews)
"was great jus a few applications that were already loose that concerned me a little but overall great!!!! lovely space great rooms!"
United States
JaNya
The price is CA $122
CA $264 total
includes taxes & fees
Jun 24 - Jun 25
Tally Town Gem: 2BR/2BA Townhome, Sleeps 6!

The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Excellent stay!"
United States
Becky A W.
The price is CA $132
CA $386 total
includes taxes & fees
Jul 7 - Jul 8
The Roost - Downtown Thomasville

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, (81 reviews)
"Great house, lovely garden. Well equipped. "
United States
Beverley
The price is CA $190
CA $544 total
includes taxes & fees
Jun 30 - Jul 1
Clean and open 3bd/2ba in a quiet close-in neighborhood

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Enjoy Crawfordville at the Courtyard’s Oyster Cottage
Crawfordville
10.0 out of 10, Exceptional, (67 reviews)
"Very quaint and beautiful place. Will definitely stay again "
United States
gary b.
The price is CA $175
CA $359 total
includes taxes & fees
Jul 11 - Jul 12
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Quiet-Clean-Cottage-Dogs Kitchen

Quiet-Clean-Cottage-Dogs Kitchen
Old Town Tallahassee
10.0 out of 10, Exceptional, (60 reviews)
"This i-s a really clean cozy little house and the beds are very comfortable. I will definitely rebook this house if we ever need to stay in Tallahassee again "
United States
Merlina
The price is CA $92
CA $251 total
includes taxes & fees
Jul 6 - Jul 7
Quiet-Clean-Cottage-Dogs Kitchen
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Spacious 5 Bedroom Home, two blocks to FSU. Oversized parking for up to 8 cars: This vacation home rental outside of Monticello offers a patio, a garden, 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Monticello?

Expedia has 19 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, Jefferson Correctional Institution Library and Letchworth-Love Mounds Archaeological State Park 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.