Monticello Holiday Rentals

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Holiday Rentals in Monticello

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

9.8 out of 10, Exceptional, (9)
"Beautiful charming historic home easy walking distance to town shops, restaurants and opera house. Beautifully appointed and very clean. My parents enjoyed qthe quietness of area sitting on covered front porch."
The price is AU$505
includes taxes & fees
3 Aug - 4 Aug
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Dog friendly nature preserve Monticello, FL

10.0 out of 10, Exceptional, (1)
"Quiet and relaxing spot. Very well maintained and clean. Wonderful hosts. My only regret is that we couldn't stay longer."
Dog friendly nature preserve Monticello, FL

The Budd-Pafford House - The Exploration Suite

8.8 out of 10, Excellent, (8)
"Spent a very chilly weekend at this beautiful home. Neighborhood was picturesque & full of history. Resident hosts were very attentive & friendly. We felt very welcome"
The price is AU$387
includes taxes & fees
3 Aug - 4 Aug
The Budd-Pafford House - The Exploration Suite

Charming 3-bedroom LUXE Home in Thomasville, Ga

8.0 out of 10, Very good, (1)
The price is AU$697
includes taxes & fees
23 July - 24 July
Charming 3-bedroom LUXE Home in Thomasville, Ga

SOUTHERN CHARM (Kid’s Bunk Room!)

10.0 out of 10, Exceptional, (65)
"The house was a great, little, cozy place for our family to stay at for a short weekend."
The price is AU$537
includes taxes & fees
21 July - 22 July
SOUTHERN CHARM (Kid’s Bunk Room!)

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

10.0 out of 10, Exceptional, (45)
"Great house, great location."
The price is AU$475
includes taxes & fees
27 July - 28 July
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

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

The price is AU$697
includes taxes & fees
21 July - 22 July
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

10.0 out of 10, Exceptional, (120)
"Beautiful home close to downtown. Very quite neighborhood. Loved swing on front porch! Highly recommend this place!"
The price is AU$546
includes taxes & fees
21 July - 22 July
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

Cozy place with work space.

9.8 out of 10, Exceptional, (8)
"Nice and cozy stay!"
The price is AU$439
includes taxes & fees
1 Aug - 2 Aug
Cozy place with work space.

Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe

10.0 out of 10, Exceptional, (8)
"Excellent stay!"
The price is AU$271
includes taxes & fees
21 July - 22 July
Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe

The Mash Manor

9.2 out of 10, Wonderful, (21)
"The home was beautiful, clean and in a perfect walkable location to downtown and the Big Oak tree."
The price is AU$971
includes taxes & fees
21 July - 22 July
The Mash Manor

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

9.0 out of 10, Wonderful, (18)
"The property was clean and spacious. We really enjoyed our stay"
The price is AU$567
includes taxes & fees
21 July - 22 July
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Incredible water views!

10.0 out of 10, Exceptional, (12)
"We loved staying here, the place was cozy and stocked with all essentials which was lovely. "
The price is AU$322
includes taxes & fees
29 July - 30 July
Incredible water views!

Family Friendly! Private Full House 20 minutes to FSU

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property is quiet and spacious. We have room for everyone and plenty of space to spread out. "
The price is AU$578
includes taxes & fees
21 July - 22 July
Family Friendly! Private Full House 20 minutes to FSU

Beautiful 5 br, 3.5 baths, pool

The price is AU$814
includes taxes & fees
30 July - 31 July
Beautiful 5 br, 3.5 baths, pool

King Bed- Pets-HUGE fence yrd deck

10.0 out of 10, Exceptional, (8)
"This house was exactly as described and looked just like the pictures. We would definitely stay here again when we are in Tallahassee."
The price is AU$412
includes taxes & fees
12 Aug - 13 Aug
King Bed- Pets-HUGE fence yrd deck

Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat

9.8 out of 10, Exceptional, (9)
"The house was adorable and looked just like the pictures! Would definitely stay again."
The price is AU$739
includes taxes & fees
21 July - 22 July
Citrus Cottage: Comfy - Hwy 10 - Peaceful Retreat

Fully-Fenced Backyard! Perfect for Families/Groups

2.0 star property
10.0 out of 10, Exceptional, (6)
"This house was a great place to stay and was very roomy with a large fenced in backyard. The location of this house was great as it’s very close to Capital Circle and I-10. Great restaurants and a really nice Publix close."
The price is AU$689
includes taxes & fees
22 July - 23 July
Fully-Fenced Backyard! Perfect for Families/Groups

Groovy House-King Bed-Pets-Patio-Fence yrd

10.0 out of 10, Exceptional, (18)
"Loved this house! The decor, the vibe, everything was wonderful! Property manager was responsive and awesome to work with. Would gladly come back next time we’re in the area! "
The price is AU$434
includes taxes & fees
4 Aug - 5 Aug
Groovy House-King Bed-Pets-Patio-Fence yrd

Downtown escape: Lakes & Parks - 20min to Airport

10.0 out of 10, Exceptional, (9)
"The property was exactly as advertised. It was very clean and we enjoyed our stay."
The price is AU$582
includes taxes & fees
18 Aug - 19 Aug
Downtown escape: Lakes & Parks - 20min to Airport
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

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?

Cheerful 2-bedroom Easy Street Townhouse: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Letchworth-Love Mounds Archaeological State Park 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.