Monticello Holiday Rentals

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Our top choices for Monticello holiday rentals

10.0 out of 10, Exceptional, (10)
"Great location, clean, and comfortable. "
United States
Teresa
The price is NZ$355
includes taxes & fees
18 Jan - 19 Jan
Camellia Cottage - wheelchair friendly
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 NZ$552
includes taxes & fees
11 Jan - 12 Jan
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
The price is NZ$526
includes taxes & fees
11 Jan - 12 Jan
Reel Pelican Paradise located in Paradise village, Shellpoint Beach on the Gulf
10.0 out of 10, Exceptional, (126)
"The stay at the property was great! "
United States
shelia j.
The price is NZ$336
includes taxes & fees
13 Jan - 14 Jan
Enjoy Crawfordville at the Courtyard’s Pelican Cottage.
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 NZ$553
includes taxes & fees
11 Jan - 12 Jan
Mimosa Getaway - Less than 1 mile from Downtown

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 NZ$249
includes taxes & fees
12 Jan - 13 Jan
Scenic beauty on the bay
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 NZ$290
includes taxes & fees
12 Jan - 13 Jan
Enjoy Crawfordville at the Courtyard’s Oyster Cottage
9.8 out of 10, Exceptional, (24)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
The price is NZ$526
includes taxes & fees
11 Jan - 12 Jan
An elegant waterside retreat in the Red Hills
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 NZ$250
includes taxes & fees
18 Jan - 19 Jan
Cozy Guest house - Near FSU, Trails, and the airport.
10.0 out of 10, Exceptional, (13)
"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
The price is NZ$505
includes taxes & fees
21 Jan - 22 Jan
Mimosa Cottage - Near Downtown Thomasville
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.
The price is NZ$334
includes taxes & fees
11 Jan - 12 Jan
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
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 NZ$652
includes taxes & fees
2 Feb - 3 Feb
Cottage 229 - Downtown Historic Thomasville Getaway
10.0 out of 10, Exceptional, (92)
"The property was nice, warm, and inviting."
United States
Mark
The price is NZ$195
includes taxes & fees
22 Jan - 23 Jan
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space

Holiday 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.
The price is NZ$297
includes taxes & fees
21 Jan - 22 Jan
New-1 Mile to FSU-Artsy Tree-House
10.0 out of 10, Exceptional, (7)
"Convenient location"
United States
Travis B.
Lovely guesthouse near I10 with grand piano; 15 min from campus

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 NZ$231
includes taxes & fees
16 Jan - 17 Jan
stayAPT Suites Tallahassee-Capitol
10.0 out of 10, Exceptional, (7)
"Perfect location. Lovely place, clean, everything you need. "
United States
Paul M.
The price is NZ$348
includes taxes & fees
12 Jan - 13 Jan
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

Holiday Home in Tallahassee

Cheerful 2-bedroom Easy Street Townhouse
9.8 out of 10, Exceptional, (37)
"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 NZ$191
includes taxes & fees
14 Jan - 15 Jan
Cheerful 2-bedroom Easy Street Townhouse

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 NZ$330
includes taxes & fees
11 Jan - 12 Jan
The Budget Friendly Home
2.0 star property
The price is NZ$281
includes taxes & fees
22 Jan - 23 Jan
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.
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Top Monticello Hotel Reviews

Find out more about Monticello

Everything you need to know about Monticello holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monticello holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monticello holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monticello holiday rentals we have selected for you start as low as NZ$191 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello holiday 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 holiday.

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 holiday rentals in Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more secluded option if you're looking for a relaxing stay. Monticello is known for its football games and coffee shops. Make sure you have time to check out the wineries while you're in the area.

What are some of the best holiday rentals that Monticello has to offer?

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!: This holiday home rental outside of Monticello offers a garden, a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Monticello?

Expedia has 13 holiday 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 holiday rental in Monticello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticello. Holiday rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.