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

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Monticello
9.6 out of 10, Exceptional, (18 reviews)
"Cute house in great location. "
United States
Dan L.
The price is CA $137
CA $304 total
includes taxes & fees
Aug 30 - Aug 31
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

2. 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 $174
CA $299 total
includes taxes & fees
Aug 10 - Aug 11
The Budd-Pafford House: The Rose Room

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 $209
CA $344 total
includes taxes & fees
Aug 10 - Aug 11
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, (24 reviews)
"The Schoolhouse was comfortable, stylish and very clean. It had everything we needed for a wonderful stay. We hope to return one day!"
United States
Heather S.
The price is CA $195
CA $458 total
includes taxes & fees
Aug 10 - Aug 11
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

5. Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (2 reviews)
"Nice rustic environment and very pet friendly."
United States
Jeff B.
The price is CA $244
CA $299 total
includes taxes & fees
Aug 10 - Aug 11
Dog friendly nature preserve Monticello, FL

6. Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (22 reviews)
"Stay and area was Great!"
United States
Geoff
The price is CA $104
CA $432 total
includes taxes & fees
Aug 9 - Aug 10
Mimosa Cottage - Near Downtown Thomasville

7. Studio Suite in Tallahassee | FREE Breakfast + On-Site Business Center

Studio Suite in Tallahassee | FREE Breakfast + On-Site Business Center
Tallahassee
10.0 out of 10, Exceptional, (1 review)
"Everything was great"
United States
Pablo P.
The price is CA $165
CA $213 total
includes taxes & fees
Aug 9 - Aug 10
Studio Suite in Tallahassee | FREE Breakfast + On-Site Business Center

8. Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
Tallahassee
9.8 out of 10, Exceptional, (8 reviews)
"Quiet place to stay"
United States
Albert and Lindsay R.
The price is CA $160
CA $342 total
includes taxes & fees
Aug 29 - Aug 30
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital

9. stayAPT Suites Tallahassee-Capitol

stayAPT Suites Tallahassee-Capitol
4.0 star property
Tallahassee
8.8 out of 10, Excellent, (149 reviews)
"Room was clean and staff was very pleasant"
United States
lakisha
The price is CA $138
CA $155 total
includes taxes & fees
Aug 9 - Aug 10
stayAPT Suites Tallahassee-Capitol

10. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (62 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
The price is CA $124
CA $439 total
includes taxes & fees
Aug 9 - Aug 10
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

11. The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (30 reviews)
"Amazing location and charming loft. We loved our stay!"
United States
Katie P.
The price is CA $105
CA $349 total
includes taxes & fees
Aug 12 - Aug 13
The Roost - Downtown Thomasville

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

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful stay, gracious host and clean cabin. "
United States
Aurion R.
The price is CA $216
CA $296 total
includes taxes & fees
Aug 9 - Aug 10
New Lakeside Cabin in Tallahassee, secluded & near town

13. Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.8 out of 10, Exceptional, (21 reviews)
"Was a very comfortable home for our girl’s trip of 5 ladies! "
United States
Julia N.
The price is CA $145
CA $526 total
includes taxes & fees
Aug 17 - Aug 18
Sprawling Updated Ranch with Fireplace on Wimbledon

14. Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
Thomasville
9.6 out of 10, Exceptional, (14 reviews)
"Great place, perfect for the weekend. "
United States
bill W.
The price is CA $118
CA $468 total
includes taxes & fees
Aug 9 - Aug 10
Mimosa Getaway - Less than 1 mile from Downtown

15. 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, (22 reviews)
"It was very clean with well marked parking. "
United States
Jessica A.
The price is CA $128
CA $266 total
includes taxes & fees
Sep 1 - Sep 2
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!

16. WFM friendly | FREE Wi-Fi + 24h Business Center

WFM friendly | FREE Wi-Fi + 24h Business Center
Tallahassee
9.4 out of 10, Exceptional, (3 reviews)
"Very good."
Canada
Anonymous traveller
The price is CA $186
CA $238 total
includes taxes & fees
Aug 9 - Aug 10
WFM friendly | FREE Wi-Fi + 24h Business Center

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

Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Thomasville
9.6 out of 10, Exceptional, (10 reviews)
"Great place"
United States
Michael S.
The price is CA $117
CA $491 total
includes taxes & fees
Aug 11 - Aug 12
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

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

Mimosa Stay Cottage - Thomasville Close to all the Charm
Thomasville
10.0 out of 10, Exceptional, (6 reviews)
"Great location spacious layout furnished perfectly "
United States
Damian Ray V.
The price is CA $131
CA $476 total
includes taxes & fees
Aug 24 - Aug 25
Mimosa Stay Cottage - Thomasville Close to all the Charm

19. The Walcott Cottage: Walkable Historic Retreat in Thomasville

The Walcott Cottage: Walkable Historic Retreat in Thomasville
Dawson Street Historic District
The price is CA $118
CA $485 total
includes taxes & fees
Aug 9 - Aug 10
The Walcott Cottage: Walkable Historic Retreat in Thomasville

20. Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space

Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
Tallahassee
10.0 out of 10, Exceptional, (103 reviews)
"Wonderful place to stay in Tallahassee. Plenty of nearby attractions and close to FSU "
United States
Steve R.
The price is CA $107
CA $171 total
includes taxes & fees
Aug 18 - Aug 19
Studio ESCAPE Cozy CLOSE-IN Kitchen Pool Work-Space
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?

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 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.