Holiday rentals in Monticello

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Monticello

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
An aerial view showcases a rustic cabin situated by a serene private lake. The reflection of the surrounding trees is visible on the water's surface. A spacious porch with a roof extends towards the lake, offering a peaceful spot for relaxation.
Cabin in Pavo
4.97 out of 5 average rating, 318 reviews

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

Top guest favourite
A cozy sleeping area features a new memory-foam queen panel bed with a patterned blanket and decorative pillows. A kitchenette with amenities is present in the background. Soft natural light enters through the window, highlighting the rustic decor elements and wooden flooring.
Flat in Tallahassee
4.9 out of 5 average rating, 669 reviews

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

Cozy~Quiet~Close~In Work-Space! FSU/ Collegetown!, Midtown, Capital, FAMU. EnSuite, Kitchenette, Cottage-feel, New Memory-Foam Queen Panel Bed & Luxurious Oriental. Private Side Entrance. Private Bath & Pool Access. Shadey~Oaks, Lovely Flowers & Birds. Microwave, Huge Toasteroven, Stovetop, Barsink, Granite Counter, Minifridge, Singleserve Coffee Maker, Utensils. Safe~Quiet~Shady Sidewalk 'Walking Neighborhood'. Poolside Patio & Porch w/ Glass Table. We Love Our Dog! No Children Or Animals Plz.

Top guest favourite
The entrance features a charming pathway lined with carefully arranged stones, leading to a welcoming porch adorned with white wooden doors. Lush greenery and shrubs frame the space, providing a serene atmosphere, while the screened-in porch invites relaxation under the surrounding trees.
Cottage in Monticello
4.94 out of 5 average rating, 139 reviews

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.

Top guest favourite
A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.
Home in Thomasville
4.94 out of 5 average rating, 163 reviews

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.

Top guest favourite
A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.
Cabin in Tallahassee
5 out of 5 average rating, 116 reviews

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.

Guest favourite
A cozy living room features a comfortable reclining couch and recliner, complemented by a cowhide rug on the floor. Decor elements reflect a Western theme, including artwork of horses on the wall. Natural light enters through a nearby window, enhancing the inviting space.
Home in Berlin
4.93 out of 5 average rating, 130 reviews

Western Home in the Heart of Berlin, Georgia

Welcome to our inviting Airbnb in Berlin, GA! Immerse yourself in the rustic charm of our western inspired home. Step outside onto the patio area, where you can bask in the fresh air and soak up the Georgia sunshine. And for the ultimate relaxation experience, indulge in a soothing soak in our hot tub. Whether you're savoring morning coffee on the patio or unwinding in the hot tub after a day of exploration, our rental offers the perfect blend of comfort and tranquility for your getaway.

Top guest favourite
A modern studio space features a spacious bed with a patterned gray comforter. Colorful artwork adorns the light-colored wall above, while pendant lights provide subtle illumination. A closet area is visible in the background, enhancing the studio's functional design.
Guest suite in Tallahassee
4.98 out of 5 average rating, 205 reviews

Bright, Modern Studio near Downtown & Universities

Enjoy your stay in our cozy, modern studio at a quiet, centrally-located neighborhood. The property is tastefully decorated with colorful patterns and modern accents. You will feel right at home. Downtown and universities are just about a 10-minute drive, and there are vast variety of stores and restaurants on Parkway less than 5 minutes away. One of our favorite cafes, The Bada Bean, serves excellent breakfast and brunch and is just a few blocks down the street (walking distance).

Top guest favourite
The spacious living area showcases a fully equipped kitchen with white cabinetry and modern appliances. A comfortable seating arrangement features a light-colored sofa and dark blue couch, positioned around a wooden coffee table. Decorative elements include a colorful area rug and a wall painting.
Guest suite in Tallahassee
4.97 out of 5 average rating, 625 reviews

Home away from home Northside charmer suite

Lovely and completely renovated 1100 sqft in-law suite, fully self contained and private. It comes complete with a fully equipped kitchen (no commercial food preparation allowed) and bathroom with walk-in shower. Queen size bed in the bedroom, with a Queen size sleeper sofa in the living room. Has its own private entrances and dedicated driveway parking area, as well as self-check-in. No pets allowed. This is a strict non-smoking space, no smoking is allowed on the property.

Top guest favourite
The living room features a cozy seating area with a patterned armchair and a small table. A large glass door provides natural light and a view of the outdoor garden, while a ceiling fan adds comfort. The flooring combines light and dark tiles, enhancing the space's inviting feel.
Guest house in Thomasville
4.99 out of 5 average rating, 169 reviews

The Cottage on Park Ave.

The Cottage is a detached , private building. The COTTAGE has a high-end, very comfortable queen size bed , high-end linens, and feather pillows. Also a medium sized TV in the sleeping area, on the wall for separate viewing. The Cottage has a new state of the art smart A/C and heating system , with full heating and cooling. It has granite counter top kitchenette. There is a full bathroom. The living room has a 32 inch flatscreen TV and a couch that can double for a BED.

Superhost
A charming cottage is presented, featuring a covered front porch and multiple windows that allow natural light to fill the interior. Lush greenery surrounds the home, enhancing its inviting appearance. Spanish moss drapes from nearby trees, adding to the serene atmosphere of the property.
Cottage in Monticello
4.87 out of 5 average rating, 131 reviews

The Knotted Oak Cottage- Fenced & Dog Friendly

Enjoy this cozy “dog friendly” 2 BR cottage on a quiet residential street in the heart of Monticello’s historic district. This cottage is an easy walk to downtown and is ideal for couples or friends for a relaxed getaway. Well-behaved potty trained dogs ( max 2) are welcome! The cottage has a fenced in yard and is located on a perfect street for dog walking. The cottage front porch is the perfect place to unwind with a cocktail before walking to dinner. On Instagram too!

Guest favourite
A spacious living area features a comfortable sofa and a wooden accent chair. Natural light enters through double doors, highlighting a piano and various decorative plants. The ceiling showcases exposed beams, and neutral tones create a relaxed atmosphere, complemented by a minimalist TV console.
Cottage in Thomasville
4.97 out of 5 average rating, 501 reviews

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!

Guest favourite
A spacious living area features large sliding glass doors that open to a wooden deck overlooking the surrounding woods. Natural light illuminates the room, which includes a comfortable seating arrangement and side tables. A ceiling fan and wall-mounted television are also present.
Cabin in Monticello
4.96 out of 5 average rating, 101 reviews

Fern Hollow Acres A peaceful retreat in the woods

Three bedroom lodge style house nestled in the woods in a retreat setting. Forget your worries in this spacious and serene space. Lovely grounds to walk around , enjoying deer, rabbits, owls and the occasional fox Butterfly, bees and bird sanctuary. Just 30 minutes to FSU/FAMU and the Florida Capitol. Twenty minutes to historic Monticello, Fl A short drive to the headwaters of the Wacissa River county park.with kayak and canoe rentals.

Popular amenities for Monticello holiday rentals

When is the best time to visit Monticello?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 128€ 123€ 126€ 121€ 128€ 125€ 122€ 125€ 126€ 120€ 125€ 125
Avg. temp11°C13°C16°C20°C24°C27°C28°C28°C26°C21°C16°C13°C

Frequently Asked Questions

  • 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.

  • What are the most popular amenities for House Rentals in Monticello?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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.

  • How much does it cost to stay in bed and breakfast rentals in Monticello?

    Experience the best of Monticello with our bed and breakfast rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Are there pet-friendly vacation rentals in Monticello?

    Four-legged friends are welcome in Monticello. Choose from more than 10 vacation rentals for guests traveling with pets.

  • 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.

  • 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.

Quick stats about holiday rentals in Monticello

  • Total holiday rentals

    Explore 30 holiday rentals in Monticello

  • Nightly prices starting at

    Monticello holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Monticello holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Jefferson County
  5. Monticello