A sunset over a calm lake with trees silhouetted against the sky.

Monticello Vacation Rentals

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Our top choices for Monticello vacation rentals

1. Tallahassee East Campground

Tallahassee East Campground
2.5 star property
Monticello
The price is CA $214
CA $236 total
includes taxes & fees
Nov 8 - Nov 9
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, (25 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 CA $124
CA $280 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $210
CA $334 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $196
CA $441 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $175
CA $288 total
includes taxes & fees
Nov 8 - Nov 9
The Budd-Pafford House: The Rose Room

6. Free Breakfast! 1 Bedroom Suite in Tallahassee

Free Breakfast! 1 Bedroom Suite in Tallahassee
Tallahassee
The price is CA $245
CA $292 total
includes taxes & fees
Nov 9 - Nov 10
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, (216 reviews)
"Spacius room. Place is nice and well located"
United States
Paola
The price is CA $146
CA $164 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $229
CA $593 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $227
CA $299 total
includes taxes & fees
Nov 8 - Nov 9
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.
The price is CA $391
CA $813 total
includes taxes & fees
Nov 10 - Nov 11
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, (66 reviews)
"This property was in a wonderful location"
United States
Cornelia D.
The price is CA $172
CA $467 total
includes taxes & fees
Nov 23 - Nov 24
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 CA $155
CA $515 total
includes taxes & fees
Nov 8 - Nov 9
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.
The price is CA $274
CA $909 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $141
CA $468 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $155
CA $508 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $237
CA $477 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $141
CA $500 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $189
CA $230 total
includes taxes & fees
Nov 18 - Nov 19
Tallahassee Tiny Home - Cozy, Quiet Nature Retreat

19. 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 CA $141
CA $475 total
includes taxes & fees
Nov 8 - Nov 9
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 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?

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

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, 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.