Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

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Top guest favourite
The living area features a black leather sofa, a red couch, and a wooden coffee table centered on a colorful area rug. A modern fireplace is built into a white brick wall below a mounted television. Natural light enters through a window, complemented by dark curtains.
Flat in Tallahassee
4.95 out of 5 average rating, 116 reviews

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.

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
4.95 out of 5 average rating, 146 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
4.95 out of 5 average rating, 180 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, 145 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.

Top guest favourite
The illuminated pool glows in shades of blue under the night sky, featuring a tanning shelf and an umbrella for shade. Surrounding the pool, soft landscape lighting highlights lush greenery, enhancing the tranquil outdoor space.
Guest house in Centerville
4.94 out of 5 average rating, 256 reviews

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.

Top 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, 522 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!

Top guest favourite
A charming cottage features a light-colored exterior with a triangular roof and a welcoming front porch. Large windows allow natural light to fill the interior, while neatly trimmed bushes and a pathway add to the inviting entrance.
Home in Thomasville
4.92 out of 5 average rating, 118 reviews

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.

Top guest favourite
The light-colored bungalow features a sloped roof with dark shingles and a welcoming front porch. The front yard includes landscaping with trees and shrubs, adding to the cottage's charm. The home presents a cozy appearance, highlighted by its historical significance.
Home in Thomasville
4.98 out of 5 average rating, 235 reviews

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!

Top guest favourite
A single-story home is positioned beside a two-car garage, both surrounded by well-maintained grass. Tall trees form a backdrop, providing a sense of privacy and tranquility. The house features multiple windows and a small set of steps leading to the entrance.
Home in Tallahassee
4.96 out of 5 average rating, 181 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

Top guest favourite
The treehouse is elevated on stilts, surrounded by lush greenery and ancient oaks. A spacious deck with wooden railings features steps leading to the ground, while decorative plants enhance the outdoor space. The structure showcases large windows, allowing natural light to fill the interior.
Treehouse in Tallahassee
4.99 out of 5 average rating, 112 reviews

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.

Top guest favourite
The charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.
Home in Centerville
5 out of 5 average rating, 162 reviews

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.

Top guest favourite
The entrance features a stylish door framed by lush greenery and elegant planters. Clear glass panes allow natural light to illuminate the entryway, enhancing the welcoming atmosphere. The semi-gloss finish of the door contrasts gently with the natural wood siding.
Home in Thomasville
4.99 out of 5 average rating, 244 reviews

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 holiday rentals

When is the best time to visit Monticello?

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Avg. price$191 SGD$185 SGD$189 SGD$181 SGD$191 SGD$187 SGD$182 SGD$187 SGD$189 SGD$200 SGD$196 SGD$185 SGD
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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 holiday rentals in Monticello

  • Total holiday rentals

    Explore 30 holiday rentals in Monticello

  • Nightly prices starting at

    Monticello holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 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!

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