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Monticello Holiday Rentals

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Our top choices for Monticello holiday rentals

1. Tallahassee East Campground

Tallahassee East Campground
2.5 star property
Monticello
The price is NZ$299
includes taxes & fees
14 Nov - 15 Nov
Tallahassee East Campground

2. Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Monticello
9.8 out of 10, Exceptional, (24 reviews)
"Our stay was perfect! The cottage was clean, it had all everything needed to be comfortable. The area was super quiet which allowed for a great rest. I would totally recomend !"
United States
Richard
The price is NZ$350
includes taxes & fees
8 Nov - 9 Nov
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

3. The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
9.0 out of 10, Wonderful, (13 reviews)
"Beautiful place with large rooms and great communication. The house was amazing and the town adorable."
United States
Angela M.
The price is NZ$417
includes taxes & fees
4 Nov - 5 Nov
The Budd-Pafford House - The Exploration Suite

4. 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, (26 reviews)
"Everything is exactly as it states in advertisement. I loved that it was clean and comfortable. I also enjoyed that it was close to town and we could walk to have breakfast in the mornings. We will definitely stay there again in the future."
United States
Misty S.
The price is NZ$553
includes taxes & fees
5 Nov - 6 Nov
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

5. 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 NZ$363
includes taxes & fees
4 Nov - 5 Nov
The Budd-Pafford House: The Rose Room

6. Free Breakfast! 1 Bedroom Suite in Tallahassee

Free Breakfast! 1 Bedroom Suite in Tallahassee
Tallahassee
Free Breakfast! 1 Bedroom Suite in Tallahassee

7. stayAPT Suites Tallahassee-Capitol

stayAPT Suites Tallahassee-Capitol
4.0 star property
Tallahassee
8.6 out of 10, Excellent, (215 reviews)
"Spacius room. Place is nice and well located"
United States
Paola
The price is NZ$208
includes taxes & fees
8 Nov - 9 Nov
stayAPT Suites Tallahassee-Capitol

8. Southern Charm Home: Pool + Fireplace + Large Yard

Southern Charm Home: Pool + Fireplace + Large Yard
Thomasville
10.0 out of 10, Exceptional, (10 reviews)
"Nice location - convenient to town and very quiet! House and pool area were clean and comfortable."
United States
Trey H.
The price is NZ$730
includes taxes & fees
4 Nov - 5 Nov
Southern Charm Home: Pool + Fireplace + Large Yard

9. New Lakeside Cabin in Tallahassee, secluded & near town

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (43 reviews)
"This is the second time my wife and I have stayed, and both stays were excellent. Great for a couple looking for a quiet, clean, comfortable stay."
United States
Anthony K.
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
New Lakeside Cabin in Tallahassee, secluded & near town

10. Hansell Villa + 12 PPL + Pet Friendly + BBQ + Games

Hansell Villa + 12 PPL + Pet Friendly + BBQ + Games
Tallahassee
10.0 out of 10, Exceptional, (4 reviews)
"Excellent house and stay."
United States
Beverly E.
Hansell Villa + 12 PPL + Pet Friendly + BBQ + Games

11. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (65 reviews)
"This property was in a wonderful location"
United States
Cornelia D.
The price is NZ$545
includes taxes & fees
4 Nov - 5 Nov
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

12. Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.8 out of 10, Exceptional, (23 reviews)
"The Place was very comfortable and clean. "
United States
David Y.
The price is NZ$639
includes taxes & fees
8 Nov - 9 Nov
Sprawling Updated Ranch with Fireplace on Wimbledon

13. Fully-Fenced Backyard! Perfect for Families/Groups

Fully-Fenced Backyard! Perfect for Families/Groups
Tallahassee
10.0 out of 10, Exceptional, (11 reviews)
"This was a great stay in Tallahassee and comfortable for all of our guests "
United States
Trevlyn H.
Fully-Fenced Backyard! Perfect for Families/Groups

14. Mimosa Stay Cottage - Thomasville Close to all the Charm

Mimosa Stay Cottage - Thomasville Close to all the Charm
Thomasville
9.8 out of 10, Exceptional, (10 reviews)
"Very well appointed accommodations in a quiet neighborhood. It was perfect for our needs and near the hospital."
United States
Sheri B.
The price is NZ$587
includes taxes & fees
4 Nov - 5 Nov
Mimosa Stay Cottage - Thomasville Close to all the Charm

15. The Walcott Cottage: Walkable Historic Retreat in Thomasville

The Walcott Cottage: Walkable Historic Retreat in Thomasville
Dawson Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"This is a great place. I have stayed there before and will stay again in the future"
United States
dorothy k.
The price is NZ$628
includes taxes & fees
8 Nov - 9 Nov
The Walcott Cottage: Walkable Historic Retreat in Thomasville

16. QUAIL COTTAGE - Downtown Thomasville!

QUAIL COTTAGE - Downtown Thomasville!
Thomasville
10.0 out of 10, Exceptional, (148 reviews)
"It was a great house and location. Beds were comfortable. Location was great. Well stocked."
United States
Nita P.
The price is NZ$593
includes taxes & fees
10 Nov - 11 Nov
QUAIL COTTAGE - Downtown Thomasville!

17. Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Thomasville
9.2 out of 10, Wonderful, (11 reviews)
"This was not our first time to T’ville so knew the location and experience we would have in the town. We chose the vrbo based on proximity and availability. "
United States
Lori W.
The price is NZ$618
includes taxes & fees
4 Nov - 5 Nov
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

18. Tallahassee Tiny Home - Cozy, Quiet Nature Retreat

Tallahassee Tiny Home - Cozy, Quiet Nature Retreat
Tallahassee
The price is NZ$292
includes taxes & fees
4 Nov - 5 Nov
Tallahassee Tiny Home - Cozy, Quiet Nature Retreat

19. Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
Tallahassee
10.0 out of 10, Exceptional, (31 reviews)
"Great venue can sleep lots of people and in a great location highly recommend. Very cozy."
United States
Cole
The price is NZ$324
includes taxes & fees
9 Nov - 10 Nov
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

20. Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
Thomasville
9.6 out of 10, Exceptional, (15 reviews)
"Fantastic place! Fully renovated. Perfect for our family needs. The bunk beds were ideal. Would stay again next time we’re in Thomasville!"
United States
Nathan W.
The price is NZ$596
includes taxes & fees
4 Nov - 5 Nov
Mimosa Getaway - Less than 1 mile from Downtown
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Monticello holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Monticello. 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 Monticello. 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 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 holiday 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 Monticello short-term rentals, that won’t be hard to do.

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?

Charming 3 bed 2 bath house with amazing views, located in Spring Creek, Florida: This holiday home rental outside of Monticello offers a patio, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Monticello?

Expedia has 19 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.