Monticello vacation rentals

We found 20 vacation rentals — enter your dates for availability

Discover a selection of 14 homes and other vacation rentals in Monticello that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the amenities you need and want for your stay, including parking and a TV. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Monticello

Showing deals for:Jan 9 - Jan 16

Image gallery for Cozy Cottage surrounded by antebelllum homes close to downtown.

1145 East Pearl Street
10 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)

Cozy Cottage surrounded by antebelllum homes close to downtown.

Monticello, FL

10% off
Price is CA $144
CA $1,374 total
includes taxes & fees
Cozy Cottage surrounded by antebelllum homes close to downtown.

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Find out more about Monticello

Find out more about Monticello

Why visit Monticello

  1. Outdoor Adventures: Monticello offers numerous scenic spots for hiking, fishing, and enjoying nature's beauty.
  2. Historic Attractions: Explore fascinating historic houses and monuments that reflect the town's rich cultural heritage.
  3. Charming Downtown: Stroll through the welcoming downtown area filled with friendly locals and budget-friendly activities.
  4. Maple Grove: Visit this picturesque location for its beautiful scenery and vibrant atmosphere, perfect for relaxation.
  5. Variety of Accommodations: Choose from private homes, charming cottages, and cozy cabins for a comfortable stay.

Popular types of accommodation in Monticello

If you're looking for the perfect getaway in Monticello, you're in the right place! Our vacation rental platform offers a variety of popular accommodations, including houses, charming cottages, and cozy cabins. Whether you’re seeking monticello apartment rentals, monthly stays, or a comparison of monticello hotels, we provide all the information you need for a transparent and stress-free booking experience. Enjoy your adventure in Monticello with confidence!

  • Houses: A top choice for visitors, these homes offer a spacious and comfortable setting for families or groups looking to enjoy Monticello together.
  • Cottages: Quaint and charming, cottages provide a cozy retreat perfect for those seeking a peaceful getaway amidst nature.
  • Cabins: Ideal for a rustic experience, cabins offer a unique stay surrounded by the beauty of the outdoors.
  • Apartments: Conveniently located, apartments are a practical option for those wanting easy access to local amenities.
  • Condos: These modern accommodations combine comfort and luxury, ideal for a stylish vacation in Monticello.**

Top attractions in Monticello

Monticello, Florida, is perfect for outdoor enthusiasts seeking scenic adventures. With an array of attractions such as historic houses, monuments, and national parks, this charming town offers a rich cultural experience for families and travellers alike. Whether you're exploring the area's natural beauty or delving into its history, Monticello promises a memorable getaway filled with activities for everyone.

  1. Monticello Jefferson County Chamber of Commerce: This visitor centre offers a warm welcome to tourists with its family-friendly atmosphere. You can discover local attractions and outdoor adventures while enjoying the charm of Monticello.
  2. Tallahassee Automobile Museum: Located 29.0km from Monticello, this transport museum is a treasure trove for car enthusiasts. It features a rich collection of automobiles that highlight cultural history and offers engaging exhibits for the whole family.
  3. St. Marks River Preserve State Park: Just 25.7km away, this national state park is perfect for outdoor lovers, offering breathtaking scenery and opportunities for adventure, including hiking and wildlife watching.

Things to do recommended for groups

Experience the charm of Monticello by catching a show at the historic Monticello Opera House, where culture and entertainment come alive. Then, explore Jefferson Square for some shopping and family fun, all while soaking in the local atmosphere of this delightful town.

What do I need to keep in mind when booking a vacation in Monticello

If you're travelling with a group, your family, or even bringing along your pets, or if you're considering extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Monticello with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Monticello with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Monticello: For many families, a trip isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Monticello: If you’re in search of vacation rentals offering great deals for stays of a month or more, you’ve come to the right spot. By applying the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Monticello

Monticello, Florida, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming downtown area, where friendly locals welcome you to enjoy budget-friendly excursions. Nearby, Monticello Village and the picturesque waterfront provide serene spots for relaxation. Don't miss a visit to Maple Grove for beautiful scenery and vibrant atmosphere, making your vacation an unforgettable experience filled with adventure and warmth.

  • Lloyd: Nestled close to Monticello, Lloyd is a charming village that offers a rich blend of culture and outdoor experiences. Visitors are drawn to its welcoming community atmosphere, making it perfect for families. The area features several educational and recreational facilities, providing ample opportunities for fun and learning. Notable attractions nearby include a historic college university, inviting beaches, and the scenic national state park, all of which contribute to a fulfilling travel experience.
  • Drifton: Located near Monticello, Drifton is another delightful village that captivates tourists with its stunning scenery and outdoor activities. This community thrives on culture and offers a variety of venues for education and recreation, as well as a shopping centre for those looking to indulge in some retail therapy. Visitors can explore nearby landmarks such as a historic college university, a national state park, and captivating historic places, making Drifton a great stop for those seeking a well-rounded adventure.
  • Cody: Close to Monticello, Cody is a picturesque village that invites families and adventure seekers alike. Known for its outdoor activities, Cody features a campground that allows visitors to immerse themselves in nature. Nearby attractions include a serene lake perfect for water activities, a historic civic government building, and other intriguing structures. This village showcases a blend of family-friendly fun and adventure, making it an ideal destination for a memorable vacation.

Best time to go to Monticello

If you're planning a trip to Monticello, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs in April and September to October, while off-peak times, like May and December to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January52.0°F (11.1°C)Light RainMostly SunnyModerately LowSlightly Low
February56.3°F (13.5°C)Light RainMostly SunnyAverageSlightly Low
March61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
April67.8°F (19.9°C)Light RainMostly SunnyModerately HighAverage
May74.5°F (23.6°C)Light RainMostly SunnyModerately LowAverage
June79.7°F (26.5°C)Light RainMostly SunnyAverageSlightly Low
July80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
August80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
September77.4°F (25.2°C)Light RainMostly SunnyModerately HighSlightly High
October70.0°F (21.1°C)Light RainMostly SunnyModerately HighSlightly High
November60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
December55.9°F (13.3°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you may find considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume planning from where you last stopped, or manage your travel arrangements. You’ll see your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring the benefits of Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The friendly area of Monticello awaits your stay

Enjoy the wineries and other features of Monticello. This welcoming and trendy city entices travelers with its football games and coffeehouses. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Monticello

Are you searching for attractions to visit in the city? Venture out of your vacation home and check out everything that makes Monticello a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • SouthWood Golf Club (23.1 mi / 37.2 km)
  • Country Oaks Golf Course (23.2 mi / 37.3 km)
  • Golf Club at Summerbrooke (23.3 mi / 37.5 km)
  • The Fun Station (25.7 mi / 41.3 km)
  • Mike Martin Field at Dick Howser Stadium (26.8 mi / 43.1 km)
  • JoAnne Graf Field (26.8 mi / 43.1 km)

Exploring the natural features in Monticello

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Monticello. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Thomasville Rose Garden (20.9 mi / 33.7 km)
  • Alfred B. Maclay State Gardens (23.2 mi / 37.4 km)
  • Lake Ella Park (25.1 mi / 40.4 km)
  • Cascades Park (25.6 mi / 41.2 km)
  • Cherry Lake (27.6 mi / 44.4 km)
  • Harriman Circle Park (23.2 mi / 37.4 km)

How to get to and around Monticello

Fly into Thomasville, GA (TVI-Thomasville Regional), the closest airport, located 24.4 mi (39.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Tallahassee Intl. Airport (TLH), which is 30.1 mi (48.5 km) away.

Frequently asked questions

What is the best area to stay in Monticello when booking a vacation rental?
When considering a vacation rental in Monticello, Florida, one of the most appealing areas is the historic downtown district. This charming neighbourhood is characterised by its quaint architecture and vibrant atmosphere. Staying here offers easy access to several local attractions, such as the Monticello Opera House and the Jefferson County Historical Society, both of which provide fascinating insights into the region's rich history. The downtown area typically features a moderate number of properties, allowing visitors to choose from various options that cater to different budgets and preferences.

Another great option is the surroundings of Lake Miccosukee, where you can immerse yourself in nature. This area is great for those looking to enjoy outdoor activities, with opportunities for fishing, kayaking, and birdwatching. The serene environment and scenic views make it a lovely spot to unwind, and you will find a selection of vacation rentals that provide a comfortable base to explore the natural beauty of the region.
How much does it cost to rent a vacation home in Monticello?
Prices for vacation rentals in Monticello vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Monticello to more spacious homes.
Are there any discounts for Monticello vacation house rentals?
You can find great discounts on house rentals in Monticello on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Monticello?
In Monticello, vacation houses are the most popular rental option, with about 12 available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Additionally, several cottages, mobile homes, and cabins can be found, each offering a unique stay that often includes amenities such as outdoor seating areas and proximity to nature.
Are there any family house rentals in Monticello?
In Monticello, Florida, there are some family-friendly house rentals available, with around 12 options scattered throughout the area. This charming town has a friendly setting for families, with spacious properties that often include amenities such as full kitchens, large living areas, and outdoor spaces superb for children to play. Visitors can expect conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay.
Can I rent a vacation home with a pool or hot tub in Monticello?
In Monticello, Florida, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing choice for those looking to relax in a serene setting. The area is known for its charming historical architecture and proximity to natural attractions, which adds to its allure. Many of these rentals come equipped with amenities such as private swimming pools, hot tubs, spacious outdoor areas for socialising, and fully furnished kitchens for self-catering.
Can I find long-stay vacation rentals in Monticello?
A long-stay vacation rental in Monticello is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Monticello?
In Monticello, Florida, there are several pet-friendly house rentals available, offering a welcoming environment for travellers with furry companions. Many of these properties feature spacious layouts with amenities such as fully equipped kitchens, private gardens, and outdoor patios, ensuring a comfortable stay for both guests and their pets. See all pet-friendly rentals in Monticello.
Are there any remote work vacation rentals in Monticello?
In Monticello, Florida, there are several remote work vacation rentals available, with around 15 options to choose from. Many of these properties are equipped with essential amenities tailored for remote workers, including Wi-Fi, dedicated office spaces, and comfortable desk chairs. Travellers can expect a range of accommodations, from charming cottages to spacious homes, providing ample room to work and unwind. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Monticello vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Monticello with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Monticello?
In Monticello, popular vacation rentals typically feature essential amenities that enhance the comfort of guests. Most properties include a fully equipped kitchen, allowing travellers to prepare their own meals during their stay. Additionally, many rentals come with a microwave, which is convenient for quick snacks or reheating leftovers. Coffee enthusiasts will appreciate the presence of coffee makers in the rooms, ensuring a fresh brew is always within reach. Refrigerators are also standard, providing ample space to store groceries and beverages.
When is the best time to visit Monticello for a vacation rental?
September is the most popular time to visit Monticello, Florida, as it falls within the peak season from August to October. This period is ideal for travellers who appreciate warm weather and the opportunity to explore the area's beautiful landscapes. With average temperatures in the low 30s Celsius, visitors can enjoy a range of outdoor activities, including hiking through the nearby Apalachicola National Forest or visiting the picturesque Lake Miccosukee.

During September, Monticello offers a vibrant atmosphere, with plenty of opportunities for sightseeing and discovering local history. The charming downtown area, with its quaint shops and historic buildings, is easily accessible for leisurely strolls. This is also a great time for outdoor festivals and events, which further enhance the local experience.

If you're looking for a more budget-friendly option, consider visiting in December. Although this is considered the low season, it offers a unique charm as the area transforms with cooler temperatures and vacation festivities. You can enjoy a quieter pace, great for relaxing and unwinding.
How early should I book a Monticello vacation rental?
Book your Monticello vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Monticello home rental booking on Vrbo?
To find Monticello vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Monticello vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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