Monticello Holiday Rentals

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Holiday Rentals in Monticello

stayAPT Suites Tallahassee-Capitol

4.0 star property
Tallahassee
9.0 out of 10, Wonderful, (63)
"Excellent place and very nice staff. "
United States
Annia
The price is AU$153
includes taxes & fees
21 Dec - 22 Dec
stayAPT Suites Tallahassee-Capitol

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (4)
"We had a wonderful stay! Very spacious, super clean, well stocked, great hosts!! Highly recommend "
United States
Sonja C.
The price is AU$536
includes taxes & fees
8 Dec - 9 Dec
Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Farm Buckbeak2 Tent/ScreenRoom

Tallahassee
7.0 out of 10, Good, (2)
"Lovd the concept cant wait to see ho as this property grows"
United States
Janelle M.
The price is AU$169
includes taxes & fees
31 Dec - 1 Jan 2026
Farm Buckbeak2 Tent/ScreenRoom

Cheerful 2-bedroom Easy Street Townhouse

Tallahassee
9.8 out of 10, Exceptional, (35)
"Enjoyed our stay. Owner very responsive and great communication!!"
United States
Daniel J.
The price is AU$169
includes taxes & fees
14 Dec - 15 Dec
Cheerful 2-bedroom Easy Street Townhouse

Coastal Getaway on canal-steps to the beach

Panacea
9.8 out of 10, Exceptional, (58)
"Was there to visit family. This was a great location and very nice place to stay. Really quiet and relaxing "
United States
Angie J.
Coastal Getaway on canal-steps to the beach

Pet friendly Kayak with the manatees

2.0 star property
Crawfordville
9.8 out of 10, Exceptional, (44)
"Great stay! "
United States
Angie M.
Pet friendly Kayak with the manatees

Cozy 2-bedroom townhome in wonderful Tallahassee with WiFi, AC/Heat

Tallahassee
5.2 out of 10, (5)
"My first bnb was excellent "
United States
Maynard D.
The price is AU$343
includes taxes & fees
8 Dec - 9 Dec
Cozy 2-bedroom townhome in wonderful Tallahassee with WiFi, AC/Heat

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

Tallahassee
9.4 out of 10, Exceptional, (11)
"Very clean and comfortable. Easy check in and check out. "
United States
C M.
The price is AU$228
includes taxes & fees
8 Dec - 9 Dec
Your Home-Away From Home! Family and Pet Friend!

Lakefront Southern Charm with private dock

Pinetta
9.8 out of 10, Exceptional, (157)
"Been coming for years. Never disappointed. Great family vacation on the lake."
United States
Yoyo V.
Lakefront Southern Charm with private dock

Beautiful 3 bedroom home close to FSU/FAMU/Airport-SLEEPS 12

Tallahassee
8.8 out of 10, Excellent, (3)
"Host was super responsive and the house was very cute and clean. Close driving proximity to FSU campus. We enjoyed our stay."
United States
Darcy S.
Beautiful 3 bedroom home close to FSU/FAMU/Airport-SLEEPS 12

Bungalow mins from College/Mid/Down-towns

Tallahassee
10.0 out of 10, Exceptional, (3)
"Clean, great location."
United States
Scott A.
The price is AU$575
includes taxes & fees
26 Dec - 27 Dec
Bungalow mins from College/Mid/Down-towns

Florida Waterfront Country Home, Fishing & Pet Friendly

Pinetta
9.6 out of 10, Exceptional, (114)
"This place is very quiet and peaceful and all around good place for our littlle family get away like a home away from home"
United States
Bradley M.
Florida Waterfront Country Home, Fishing & Pet Friendly

Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Crawfordville
10.0 out of 10, Exceptional, (52)
"Very modern looking on the inside, it really was a nice place!"
United States
Ricky
The price is AU$262
includes taxes & fees
7 Jan - 8 Jan 2026
Enjoy Crawfordville at the Courtyard’s Oyster Cottage

Wild Adventures Family Retreat

Valdosta
9.4 out of 10, Exceptional, (8)
"Very clean, good location, and great space. Our family enjoyed our stay and will definitely be back."
United States
Stefanie D.
Wild Adventures Family Retreat

Relax on a Beautiful River in a Natural Florida Setting

Tallahassee
10.0 out of 10, Exceptional, (245)
"The cabin is a perfect getaway for rest and connecting with nature. The kitchen is well stocked and the house is very comfortable. We enjoyed sitting on the porch and deck."
United States
Peggy H.
Relax on a Beautiful River in a Natural Florida Setting

Dragonfly on the Canal

2.0 star property
Crawfordville
10.0 out of 10, Exceptional, (33)
"Felt like home wished our stay was longer"
United States
Anthony B.
The price is AU$472
includes taxes & fees
9 Dec - 10 Dec
Dragonfly on the Canal

Peaceful Country Getaway Pet Friendly and Cozy!

Pinetta
9.0 out of 10, Wonderful, (38)
"We had a pleasant stay and were especially thankful for the air conditioning, comfortable bed, and great shower. The pet-friendly policy was a huge plus for us! "
United States
Joshua N.
Peaceful Country Getaway Pet Friendly and Cozy!

Georgia Countryside Home: 3 Mi to Wild Adventures!

3.0 star property
Valdosta
10.0 out of 10, Exceptional, (2)
"It was awesome, the family really enjoyed house."
United States
Robert
Georgia Countryside Home: 3 Mi to Wild Adventures!

Cozy 3BR Home l Big Backyard l Pet-Friendly

Killearn Estates
10.0 out of 10, Exceptional, (3)
"Great property in a beautiful neighborhood."
United States
Dorie G.
The price is AU$730
includes taxes & fees
8 Dec - 9 Dec
Cozy 3BR Home l Big Backyard l Pet-Friendly

Midtown Home, Pets Welcome!

Governor's Walk
10.0 out of 10, Exceptional, (1)
The price is AU$702
includes taxes & fees
8 Dec - 9 Dec
Midtown Home, Pets Welcome!
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 favourite 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 depend 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 AU$153 per night. Entering your travel dates in the search wizard might find you 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.