
Vacation rentals in Monticello
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Monticello
Guests agree: these stays are highly rated for location, cleanliness, and more.

3 miles to FSU-Upper Midtown Luxe-Prime Location
This is a renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, wide well maintained sidewalks take you to Lake Ella just 1.5 miles south. About 2.5 miles to the Capitol Building,. Walk to the Tallahassee Aquatic Center less than a mile or several parks.

The Cottage at Grand Oaks Plantation
The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Edgewood Cottage
Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Twisted Pine Lake Cabin, secluded & near town
Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

The Carriage House
Our lovely French inspired guest house features an open floor plan, 12-foot ceilings with real wood beams, a fully equipped kitchen and large brick patio overlooking a spacious backyard with shared pool. The two bedrooms are connected by a jack and jill bathroom featuring a tub/shower combination. the second bathroom, located just down the hall, has a standup shower. For additional guests, there are more sleeping arrangements in the family room on a single bed pullout love seat.

The Shed-King Bed-Boho - Cabin- Grand Piano- WiFi
The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

Coralee's Cottage in historic downtown Thomasville
Welcome to "Coralee's Cottage" conveniently located just a short 10 minute walk from all the restaurants and boutiques on famous Broad street in historic downtown Thomasville, Georgia. This 2 Bedroom, 2 Full bathroom cottage will make your stay in Thomasville even more enjoyable. The peaceful setting includes a private backyard patio with firepit and BBQ grill. All the convenience of home is at your fingertips including fully stocked kitchen, linens, and towels.

The Quail Cottage (Downtown Thomasville)
“The Quail Cottage" has a convenient location less than 4 blocks from all the shopping/restaurants on famous Broad Street! This renovated bungalow is full of charm and complete with everything our guests need. Great curb appeal with rocking chair front porch and exterior patio lighting. Your dates not showing? We also own Southern Charm (3 Bed/2 Bath). We will try to accommodate you as best as we can. Just send us a message & read our many 5 star reviews!

Vickie's Hideway
Hideaway says it all, Located in a peaceful beautiful country setting. You have 1 acre to sit back, relax, and enjoy what Mother nature has to offer and just a short drive back to Tallahassee for all the amenities of the city. Nearest Walmart - 8 miles Capital Regional Hospital (CRMC) - 12 miles Tallahassee Memorial Hospital - 13 miles Tallahassee Regional Airport - 17 miles Donald Tucker Civic Center - 12 miles Doak Campbell Stadium - 13 miles

Shangri-La Treehouse
Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Sienna Lee Gardens: A Beautifully Renovated Home
Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Executive Suite on Park Ave.
This is the most elegant and tranquil 1250 Sq ft. of pure comfort! It features a library quiet central smart H & A. system (not a window air) can be set to 70 in the summer and 68 in the winter. Large one bedroom with a Tempur-pedic luxury king size bed . 7 ft glass shower . Sofa can be used as an Extra long twin. Full kitchen with dishwasher
Popular amenities for Monticello vacation rentals
Other great vacation rentals in Monticello

Thomasville's 1st Container Home

Cozy cabin in the Georgia pines! Retriever kennels

Sunset Blue House - Secluded Pool Home on 4+ acres

Quiet Cabin 20 min Capital/FSU/FAMU/Hospitals

2 Bedroom/2 Bath Cottage close to Tallahassee

Town & Country Hideaway

Mama June's House

The Knotted Oak Cottage- Fenced & Dog Friendly
When is the best time to visit Monticello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ551 | ﺩ.ﺇ533 | ﺩ.ﺇ544 | ﺩ.ﺇ521 | ﺩ.ﺇ551 | ﺩ.ﺇ540 | ﺩ.ﺇ525 | ﺩ.ﺇ540 | ﺩ.ﺇ544 | ﺩ.ﺇ577 | ﺩ.ﺇ566 | ﺩ.ﺇ533 |
| Avg. temp | 11°C | 13°C | 16°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 21°C | 16°C | 13°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Monticello?
Monticello has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Monticello?
Experience the best of Monticello with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Monticello?
Four-legged friends are welcome in Monticello. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Monticello?
Yes! Work meets play with ease at over 10 vacation rentals in Monticello featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Monticello have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticello have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticello have wifi?
Absolutely! We offer over 10 house rentals with wifi in Monticello. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Monticello have free parking?
Absolutely! We offer over 10 house rentals with free parking in Monticello. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Monticello

Total vacation rentals
Explore 30 vacation rentals in Monticello

Nightly prices starting at
Monticello vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Monticello vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Monticello rentals

4.9 Average rating
Monticello stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Florida Panhandle Vacation rentals
- Atlanta Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Wild Adventures
- Florida State University
- Madison Blue Spring State Park
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Story Lake
- Doak Campbell Stadium
- Fred O. Drake Park at Lake Ella
- St. Marks Lighthouse
- Edward Ball Wakulla Springs State Park
- Railroad Square Art District
- Tom Brown Park
- Tallahassee Automobile Museum




