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Compare 301 Vacation Homes in Monticello with updated reviews, rates, and availability.

Dragonfly on the Canal

2.0 star property
10.0 out of 10, Exceptional, (7)
"We only needed one night and it was great. We are hoping to come back during the summer and bring our boat with us. Highly recommend if you are in the area. "
The price is AED 569
AED 1,286 total
includes taxes & fees
1 Dec - 2 Dec
Dragonfly on the Canal

THE RED HILLS HOUSE (Downtown Thomasville)

10.0 out of 10, Exceptional, (50)
"House was clean and comfortable. Lauren was amazing and responded very quickly. We stayed for a weekend wedding and we were never more than 2 minutes away from anything. Thank you so much. Hopefully we can book again soon. "
The price is AED 643
AED 1,323 total
includes taxes & fees
1 Dec - 2 Dec
THE RED HILLS HOUSE (Downtown Thomasville)

Charming 1920’s bungalow located right in the heart of Tallahassee

10.0 out of 10, Exceptional, (21)
"This property was excellent. We hope to stay there again."
The price is AED 918
AED 1,497 total
includes taxes & fees
24 Nov - 25 Nov
Charming 1920’s bungalow located right in the heart of Tallahassee

THE QUAIL COTTAGE (Downtown Thomasville)

10.0 out of 10, Exceptional, (109)
"Cottage is super cute and very clean. Location is fantastic and would highly recommend. "
The price is AED 588
AED 1,252 total
includes taxes & fees
1 Dec - 2 Dec
THE QUAIL COTTAGE (Downtown Thomasville)

Quiet-Clean-Cottage-Dogs

10.0 out of 10, Exceptional, (33)
"Clean and close to FSU - great hosts"
The price is AED 220
AED 597 total
includes taxes & fees
8 Dec - 9 Dec
Quiet-Clean-Cottage-Dogs

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

10.0 out of 10, Exceptional, (37)
"Conveniently located for an easy drive from Tallahassee and quick drive to downtown Broad Street filled with shops and nearby restaurants. Gas fire pit was a wonderful gathering area and perfect for smores making. Plenty of room for the 3 of us and would stay again in a heartbeat. Owner was very quick to respond to our questions. Only downside - which was not an issue for our short stay - was there were no cooking staples. Great excuse to try out the local restaurants and did not hamper our...
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Family Reunion Retreat! Special Occasions-Weddings

2.0 star property
10.0 out of 10, Exceptional, (2)
"The host was awesome. The place was absolutely spectacular!! We had such an amazing time we would never stay anywhere else if this place is availability. Truly a 5-star luxury experience. We would highly recommended especially for retreats and big family events. Plenty of space and privacy."
Family Reunion Retreat! Special Occasions-Weddings

Stylish and Spacious Townhouse overlooking Andrews Lake

9.0 out of 10, Wonderful, (12)
"Nice quiet home! Great host! Highly recommend "
Stylish and Spacious Townhouse overlooking Andrews Lake

Honeycomb Haven, 1 Mile to Downtown Thomasville, Patio and Porch, 2 Bedroom Home

9.6 out of 10, Exceptional, (28)
"The inside was cute, clean, everything you need. The location was near downtown. The area was quiet. The host was very quick to respond."
Honeycomb Haven, 1 Mile to Downtown Thomasville, Patio and Porch, 2 Bedroom Home

Timber and Tides

9.6 out of 10, Exceptional, (11)
"The home was a very nice home. It was clean, presentable, and comfortable. The communication with the owner was immediate and clear. My friends and I enjoyed the stay. If I ever come back to Tallahassee, I’ll be looking to stay here again!"
Timber and Tides

3 Bedroom - 2 Bath Thomasville Private HOME.

10.0 out of 10, Exceptional, (3)
"Very clean, centrally located, excellent check in and out process. "
The price is AED 533
AED 1,465 total
includes taxes & fees
15 Dec - 16 Dec
3 Bedroom - 2 Bath Thomasville Private HOME.

Hayden's Getaway: Sleep 6, Charming & Spacious

8.6 out of 10, Excellent, (4)
"Great place away from noise but close enough to restaurants and other needs"
Hayden's Getaway: Sleep 6, Charming & Spacious

Pet friendly Kayak with the manatees

2.0 star property
9.4 out of 10, Exceptional, (3)
"We had a great stay in this clean and modern home. The fenced in yard and natural setting were a plus. It is also very close to Tallahassee and the beaches of the Forgotten Coast. We would definitely stay again!"
The price is AED 496
AED 967 total
includes taxes & fees
24 Nov - 25 Nov
Pet friendly Kayak with the manatees

Lakefront southern charm in beautiful quiet area

10.0 out of 10, Exceptional, (137)
"Loved the house for the eight of us staying. Plenty of space for us to all hang out and also have our own privacy when wanted. Kids loved the lake to paddle board and swim. "
Lakefront southern charm in beautiful quiet area

Two Homes in One // 2 Kitchens, 2 Living Rooms, 6 Bedrooms // 9 Full-Kings Beds

9.8 out of 10, Exceptional, (8)
"This is a great property! No issues at all with my stay and it's such a spacious, clean, and accommodating place."
Two Homes in One // 2 Kitchens, 2 Living Rooms, 6 Bedrooms // 9 Full-Kings Beds

Incredible water views!

10.0 out of 10, Exceptional, (7)
"Our stay at Ann's VRBO was nothing short of spectacular! From the moment we arrived, we were greeted with the warmest hospitality and a delightful homemade caramel apple cake that made my son's 21st birthday celebration extra special. Ann truly knows how to make her guests feel at home! The fridge was stocked with a dozen fresh mixed duck and chicken eggs, butter, mustard, ketchup, mayo, Tabasco sauce, maple syrup, and coffee creamer. There was even a filtered water container. The pantry was...
The price is AED 533
AED 776 total
includes taxes & fees
25 Nov - 26 Nov
Incredible water views!

Pet-Friendly Tallahassee Retreat, Near Parks!

9.4 out of 10, Exceptional, (25)
"I didn’t know what to expect when I rented, but the unit looked nice and looked clean. I have to say that it exceeded my expectations. The unit was convenient to the things I wanted to do, it was clean, the little backyard was great for the puppies and all in all I could not have had a better experience. I will definitely look to stay there again."
Pet-Friendly Tallahassee Retreat, Near Parks!

Bright Tallahassee Home, 5 Mi to Dtwn & Lake Ella!

10.0 out of 10, Exceptional, (25)
"I was happy cause the property is like advertisement. Clean,nice neighborhood, good host communication. Was Amazing.."
Bright Tallahassee Home, 5 Mi to Dtwn & Lake Ella!

The Mash Manor

10.0 out of 10, Exceptional, (14)
"We go to Thomaston for work periodically and with our group, Mash Manor is a better way to go than a hotel. Beyond that though, it’s a beautiful home, exceptional layout, and host made everything easier. Great location as well. We’ll be back!"
The price is AED 1,102
AED 2,299 total
includes taxes & fees
24 Nov - 25 Nov
The Mash Manor

Convenient and peaceful haven if you are here for work or play

10.0 out of 10, Exceptional, (59)
"The house is adorable and had well thought out personal touches. "
Convenient and peaceful haven if you are here for work or play
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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Other property types in Monticello

stayAPT Suites Tallahassee-Capitol

4.0 star property
stayAPT Suites Tallahassee-Capitol

Coastal Getaway on canal-steps to the beach

10.0 out of 10, Exceptional, (43)
"The place was cozy and comfortable. It is must bigger than the pictures show. Outdoor shower area is awesome to clean up after fishing or day at the beach."
Coastal Getaway on canal-steps to the beach

ROOF DAMAGE FROM HURRICANE Florida Waterfront Home, Fishing & Pet Friendly

9.6 out of 10, Exceptional, (113)
"Perfect location! Far enough from everywhere to relax but close enough when needed. Everything we needed was there."
ROOF DAMAGE FROM HURRICANE Florida Waterfront Home, Fishing & Pet Friendly
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.