Monticello Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

This weekend
Next weekend

Our top choices for Monticello vacation rentals

10.0 out of 10, Exceptional, (8)
"Great location, clean, and comfortable. "
United States
Teresa
$186 nightly
The price is $203
Jan 8 - Jan 9, 2026
Total with taxes and fees
Camellia Cottage - wheelchair friendly
10.0 out of 10, Exceptional, (1)
"Quiet and relaxing spot. Very well maintained and clean. Wonderful hosts. My only regret is that we couldn't stay longer."
United States
KARL L.
$198 nightly
The price is $216
Dec 28 - Dec 29
Total with taxes and fees
Dog friendly nature preserve Monticello, FL
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.
$291 nightly
The price is $318
Jan 4 - Jan 5, 2026
Total with taxes and fees
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
10.0 out of 10, Exceptional, (74)
"Very nice. Very clean and well cared for property."
United States
Russell or Tyler
$272 nightly
The price is $300
Jan 3 - Jan 4, 2026
Total with taxes and fees
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
10.0 out of 10, Exceptional, (55)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
$152 nightly
The price is $167
Jan 4 - Jan 5, 2026
Total with taxes and fees
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
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.
$130 nightly
The price is $144
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy Guest house - Near FSU, Trails, and the airport.
10.0 out of 10, Exceptional, (126)
"Cozy, very clean. Stay here twice a year while visiting family. Perfect location. "
United States
Faye D.
$176 nightly
The price is $193
Jan 5 - Jan 6, 2026
Total with taxes and fees
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.

Aparthotel in Tallahassee

stayAPT Suites Tallahassee-Capitol
4.0 star property
9.0 out of 10, Wonderful, (65)
"Everything was great! Nice room"
United States
Jennifer
$104 nightly
The price is $116
Dec 28 - Dec 29
Total with taxes and fees
stayAPT Suites Tallahassee-Capitol

Vacation 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.
$130 nightly
The price is $143
Jan 5 - Jan 6, 2026
Total with taxes and fees
Scenic beauty on the bay
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.
$318 nightly
The price is $326
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mimosa Getaway - Less than 1 mile from Downtown
9.6 out of 10, Exceptional, (4)
"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.
$172 nightly
The price is $191
Jan 1 - Jan 2, 2026
Total with taxes and fees
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
10.0 out of 10, Exceptional, (7)
"Perfect location. Lovely place, clean, everything you need. "
United States
Paul M.
$162 nightly
The price is $179
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
9.8 out of 10, Exceptional, (24)
"Very nice property. Good amenities. Keurig didn’t work well, no good directions fot direct tv. Cabin very clean, wonderful setting at end of gravel road. Great wildlife, including the mouse which came to visit. Recommend highly. "
United States
michael
$299 nightly
The price is $307
Jan 6 - Jan 7, 2026
Total with taxes and fees
An elegant waterside retreat in the Red Hills

Vacation Home in Thomasville

Mimosa Cottage - Near Downtown Thomasville
10.0 out of 10, Exceptional, (12)
"This was a very nice property. It had everything you need for a comfortable stay! The owners were also very easy to get ahold of. Thank you for a nice stay!"
United States
Catherine
$291 nightly
The price is $299
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mimosa Cottage - Near Downtown Thomasville

Vacation 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.
$181 nightly
The price is $190
Dec 28 - Dec 29
Total with taxes and fees
The Budget Friendly Home
2.0 star property
$103 nightly
The price is $108
Dec 27 - Dec 28
Total with taxes and fees
Enjoy Space and Privacy in this Master Bedroom

Vacation Home in Griffin Heights

New-1 Mile to FSU-Artsy Tree-House
2.0 star property
9.8 out of 10, Exceptional, (8)
"Nice, whimsical place. Clean…felt like a treehouse. "
United States
Rob G.
$150 nightly
The price is $166
Dec 29 - Dec 30
Total with taxes and fees
New-1 Mile to FSU-Artsy Tree-House
10.0 out of 10, Exceptional, (92)
"The property was nice, warm, and inviting."
United States
Mark
$109 nightly
The price is $120
Jan 5 - Jan 6, 2026
Total with taxes and fees
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
10.0 out of 10, Exceptional, (7)
"Excellent... Could not have been better."
United States
Donald
$186 nightly
The price is $206
Jan 8 - Jan 9, 2026
Total with taxes and fees
Lovely guesthouse near I10 with grand piano; 15 min from campus
2.0 star property
$155 nightly
The price is $162
Jan 14 - Jan 15, 2026
Total with taxes and fees
Tally Town Gem: 2BR/2BA Townhome, Sleeps 6!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Monticello Hotel Reviews

Find out more about Monticello

Everything you need to know about Monticello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticello vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monticello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monticello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.