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

Monticello Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Monticello holiday rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 HK$1,098
HK$2,585 total
includes taxes & fees
24 Aug - 25 Aug
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Terrace/patio

2. 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 HK$769
HK$1,717 total
includes taxes & fees
16 Aug - 17 Aug
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Exterior

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 HK$1,177
HK$1,953 total
includes taxes & fees
24 Aug - 25 Aug
The Budd-Pafford House - The Exploration Suite
Terrace/patio

4. 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 HK$981
HK$1,675 total
includes taxes & fees
12 Aug - 13 Aug
The Budd-Pafford House: The Rose Room
Interior

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 HK$1,373
HK$1,675 total
includes taxes & fees
12 Aug - 13 Aug
Dog friendly nature preserve Monticello, FL
Coffee/tea maker, fridge, microwave, oven

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

New Lakeside Cabin in Tallahassee, secluded & near town
Tallahassee
10.0 out of 10, Exceptional, (38 reviews)
"Wonderful stay, gracious host and clean cabin. "
United States
Aurion R.
The price is HK$1,216
HK$1,696 total
includes taxes & fees
26 Aug - 27 Aug
New Lakeside Cabin in Tallahassee, secluded & near town
Exterior detail

7. QUAIL COTTAGE - Downtown Thomasville!

QUAIL COTTAGE - Downtown Thomasville!
Thomasville
10.0 out of 10, Exceptional, (143 reviews)
"Very nice home. Communication was excellent! We would stay here again."
United States
colleen z.
The price is HK$1,326
HK$2,777 total
includes taxes & fees
12 Aug - 13 Aug
QUAIL COTTAGE - Downtown Thomasville!
Lobby

8. Lovely Suite in Tallahassee! Free Breakfast + On-Site Business Center

Lovely Suite in Tallahassee! Free Breakfast + On-Site Business Center
Tallahassee
10.0 out of 10, Exceptional, (1 review)
"Reserved suite a/c was not working but we were given a reasonable change of two rooms in front of each other."
United States
Angela E.
The price is HK$1,696
HK$2,151 total
includes taxes & fees
31 Aug - 1 Sept
Lovely Suite in Tallahassee! Free Breakfast + On-Site Business Center
Courtyard

9. stayAPT Suites Tallahassee-Capitol

stayAPT Suites Tallahassee-Capitol
4.0 star property
Tallahassee
8.8 out of 10, Excellent, (150 reviews)
"Room was clean and staff was very pleasant"
United States
lakisha
The price is HK$855
HK$962 total
includes taxes & fees
12 Aug - 13 Aug
stayAPT Suites Tallahassee-Capitol
Dining

10. The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Thomasville
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was absolutely wonderful! Will definitely be booking here again!"
United States
Unspecified U.
The price is HK$1,659
HK$3,408 total
includes taxes & fees
10 Sept - 11 Sept
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Exterior

11. Treehouse views in Historic Downtown Thomasville, Georgia

Treehouse views in Historic Downtown Thomasville, Georgia
Thomasville
10.0 out of 10, Exceptional, (10 reviews)
"Great location, very comfortable and charming home."
United States
Betsy H.
The price is HK$1,726
HK$3,259 total
includes taxes & fees
6 Sept - 7 Sept
Treehouse views in Historic Downtown Thomasville, Georgia
Smart TV

12. 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 HK$934
HK$1,984 total
includes taxes & fees
28 Aug - 29 Aug
Relaxing Retreat House on Chateau Lane 2 Bed/2 Bath near FSU and FL Capital
Interior

13. The Mash Manor

The Mash Manor
Dawson Street Historic District
9.0 out of 10, Wonderful, (30 reviews)
"Perfect place for our group of 5! Everyone had their own bedroom and bath and the house was spacious and just beautiful! We loved the quick walk to downtown Thomasville and all the holiday festivities. The owner was very responsive and helpful as well. "
United States
Debra B.
The price is HK$2,365
HK$5,334 total
includes taxes & fees
12 Aug - 13 Aug
The Mash Manor
Lobby

14. 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 HK$1,148
HK$1,457 total
includes taxes & fees
24 Aug - 25 Aug
Studio Suite in Tallahassee | FREE Breakfast + On-Site Business Center
Coffee/tea maker, fridge, microwave, oven

15. Charming 2-bedroom cottage built with children and pets in mind.

Charming 2-bedroom cottage built with children and pets in mind.
Thomasville
9.8 out of 10, Exceptional, (12 reviews)
"Property was perfect. Great location, super cute and clean. We enjoyed our stay & great communication with host. "
United States
Rosemary H.
Charming 2-bedroom cottage built with children and pets in mind.
Outdoor dining

16. Incredible water views!

Incredible water views!
Tallahassee
9.8 out of 10, Exceptional, (24 reviews)
"Perfect accommodations for my family. Homey experience and the cookies were amazing. "
United States
Melanie R.
The price is HK$1,094
HK$1,617 total
includes taxes & fees
16 Aug - 17 Aug
Incredible water views!
TV, books

17. 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 HK$844
HK$2,999 total
includes taxes & fees
24 Aug - 25 Aug
Sprawling Updated Ranch with Fireplace on Wimbledon
Coffee/tea maker, fridge, microwave, oven

18. 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 HK$712
HK$2,505 total
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Outdoor dining

19. 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)
The price is HK$734
HK$2,864 total
includes taxes & fees
24 Aug - 25 Aug
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
2 bedrooms, iron/ironing board, WiFi, bed sheets

20. 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 HK$587
HK$2,439 total
includes taxes & fees
16 Aug - 17 Aug
Mimosa Cottage - Near Downtown Thomasville
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

Hotel Indigo Tallahassee - Collegetown by IHG

Hotel Indigo Tallahassee - Collegetown by IHG

8/10 Good
"Everything was wonderful. The staff is always amazing."
Cecilia 2-night trip
Posted 5 hours ago
Hotel Indigo Tallahassee - Collegetown by IHG

Find out more about Monticello

Search for holiday rentals in Monticello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticello using one of the methods below:

  • View our selection of featured holiday rentals in Monticello
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  • Enter your travel dates to view the best deals on holiday rentals in Monticello while they last

Look no further and take a look at our great range of rental properties in Monticello!

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 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.