Monticello vacation rentals

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Nestled amidst stunning natural landscapes and rich history, Monticello invites travelers to embrace its vibrant atmosphere and charming downtown. Explore scenic hiking trails in nearby national parks, uncover local heritage through historic sites, and indulge in family-friendly activities that cater to all ages. With a selection of cozy cottages and spacious vacation rentals, you’ll enjoy the comforts of home while creating unforgettable memories with loved ones in this enchanting destination.

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Find out more about Monticello

Why visit Monticello

  • Outdoor Adventures: Enjoy hiking and exploring the scenic beauty of nearby national parks and natural features.
  • Historic Attractions: Discover local history through charming historic houses and monuments.
  • Charming Downtown: Experience the friendly atmosphere of Monticello’s vibrant downtown area with unique shops and eateries.
  • Family-Friendly Activities: Engage in numerous activities suitable for families, making it a great vacation spot for all ages.
  • Cozy Accommodations: Choose from a variety of vacation rentals, including rustic cabins and cozy cottages for a comfortable stay.

Popular types of accommodation in Monticello

Planning a getaway to Monticello? Discover the charm of this destination with our top vacation rentals, including private homes, cozy cottages, and rustic cabins. Whether you're seeking a spacious house with air conditioning or a fully equipped kitchen, Monticello offers ideal accommodations for every traveler. Explore your options and make the most of your stay in this beautiful location.

  • Houses: These spacious and comfortable homes are the top choice for travelers seeking a home-away-from-home experience in Monticello, perfect for families and groups.
  • Cottages: Quaint and charming, cottages offer a delightful escape, ideal for couples or small families looking for a cozy retreat.
  • Cabins: Nestled in nature, cabins provide a rustic ambiance for those wanting to unwind in a peaceful setting.
  • Apartments: Conveniently located, apartments are a practical option for travelers wanting easy access to local attractions.
  • Condos: Offering modern amenities and great locations, condos are perfect for those seeking a blend of comfort and convenience.**

Top attractions in and around Monticello

Monticello, Florida, offers a delightful blend of outdoor activities, scenic views, and cultural experiences perfect for vacationers. Visitors can explore local attractions including national parks, historic houses, and monuments, providing ample opportunities for family-friendly adventures and enriching cultural experiences. Whether you're hiking through nature or delving into the area's history, Monticello has something for everyone to enjoy.

  • Letchworth-Love Mounds Archaeological State Park: This park features impressive Native American burial mounds set amidst beautiful natural scenery. Enjoy hiking trails and immerse yourself in the area's rich cultural history while surrounded by serene outdoor vibes.
  • Tallahassee Automobile Museum: A treasure trove of automotive history located 18 miles away, this museum showcases a diverse collection of classic cars and memorabilia, making it a fun experience for families and car enthusiasts alike.
  • Pebble Hill Plantation: Situated 20 miles from Monticello, this historic plantation offers fascinating insights into Southern history and culture, with beautifully preserved architecture and picturesque gardens.

Things to do recommended for couples

If you're seeking romance in Monticello, explore the picturesque downtown with its charming historic architecture. Enjoy a leisurely picnic at one of the local parks, or take a scenic drive through the countryside, soaking in the beautiful landscapes. Don’t miss a cozy dinner at a local restaurant for a perfect evening.

Things to do recommended for families

Families will love exploring the beautiful Aucilla River, perfect for kayaking and fishing. Visit the Monticello Opera House for a cultural experience or enjoy a picnic at the scenic Lake Miccosukee Park, where kids can play and families can unwind in nature.

Things to do recommended for groups

Groups visiting Monticello can enjoy a guided tour of the historic Monticello Opera House, explore the beautiful parks, and take part in local festivals showcasing art, music, and delicious Southern cuisine. Don't miss the chance to visit nearby natural springs for a refreshing swim.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling as a group, with family, bringing along pets, or seeking extended stays—be sure 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 any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Monticello with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, as well as ensure access to suitable amenities, like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Monticello: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that your pet feels comfortable and at home during your stay.
  • Planning for a long term stay visiting Monticello: If you're searching for vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Monticello

Monticello, Florida, offers a delightful blend of outdoor adventures, charming small-town vibes, and rich cultural experiences. Visitors can explore the friendly downtown area, discover natural features, and enjoy family-friendly activities in this welcoming community. Whether you're seeking a secluded getaway or engaging excursions, Monticello provides a perfect backdrop for a memorable vacation. Don't miss the chance to immerse yourself in the warmth and beauty of this unique destination.

  • Lloyd: Nestled in the vicinity of Monticello, Lloyd is a charming village that offers a delightful blend of outdoor and cultural experiences. Popular among families, visitors can enjoy a variety of activities, including golf at local courses and educational visits to nearby historic landmarks. The village is home to an urban park and an industrial museum, making it perfect for those looking to immerse themselves in the area's rich history and recreational opportunities. Its welcoming community vibe and access to nature make Lloyd a must-visit destination.
  • Drifton: Located near Monticello, Drifton is another picturesque village that captivates travelers with its cultural and family-oriented attractions. Visitors can explore educational venues, indulge in theatrical performances, and experience the local opera scene. The nearby historic college university and natural history museum provide enriching experiences, while the beach offers a relaxing escape. Drifton’s lively atmosphere and diverse offerings ensure that there’s something for everyone, making it an ideal spot for your vacation exploration.
  • Miccosukee: Situated 11 miles from Monticello, Miccosukee is a quaint village known for its stunning scenery and romantic ambiance. This destination attracts those who appreciate the outdoors, with numerous recreational areas and golf courses available for leisure activities. The village is surrounded by beautiful lakes and wetlands, perfect for nature enthusiasts. Visitors can also access a historic college university in the area, adding a touch of culture to their experience. Miccosukee's serene environment is perfect for a peaceful getaway.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 LowSlightly High
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 SunnyAverageAverage
December55.9°F (13.3°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to better prices. Also, extending your stay can result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and organize your bookings. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/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)
  • Mike Martin Field at Dick Howser Stadium (26.8 mi / 43.1 km)
  • Sweet Grass Dairy Marketplace (21.2 mi / 34.2 km)
  • Country Oaks Golf Course (23.2 mi / 37.3 km)
  • Hilaman Golf Course (24.1 mi / 38.7 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)
  • Goodwood Museum and Gardens (23.8 mi / 38.3 km)
  • Lake Ella Park (25.1 mi / 40.4 km)
  • Cascades Park (25.6 mi / 41.2 km)
  • Apalachee Regional Park (18.7 mi / 30.1 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, Florida, United States of America when booking a vacation rental?
When considering the best area to stay in Monticello, Florida for a vacation rental, the downtown district is a fantastic choice. This charming area is not only rich in history but also offers a lovely selection of properties that capture the essence of local culture. You can enjoy a leisurely stroll along the historic streets, where you'll find beautifully preserved architecture and quaint shops.

Nearby, the Monticello Opera House stands as a prominent attraction, often hosting various events and performances that showcase local talent. Additionally, the nearby Jefferson County Courthouse, a stunning example of classic architecture, offers a glimpse into the town's past and is worth a visit.

Another appealing area is the countryside surrounding Monticello, where you'll find spacious vacation rentals that provide a serene escape. This area is great for nature lovers, with easy access to the beautiful parks and trails that showcase Florida's natural landscapes. Spending time in the great outdoors can be a fantastic way to unwind, and you might even explore some local wildlife.
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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
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 type of rental, with about 11 available throughout the area. These properties often provide a spacious environment, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation. Additionally, there are several cottages and mobile homes that cater to different preferences, offering a cozy and homey atmosphere.
Are there any family house rentals in Monticello?
In Monticello, Florida, there are some available family-friendly house rentals, with approximately 11 options to choose from. This charming town offers a variety of spacious homes that cater well to families, featuring amenities such as fully equipped kitchens for cooking together, comfortable living rooms for family gatherings, and outdoor areas where children can safely play.

Situated near Monticello's historic district, visitors can explore local attractions like the Jefferson County Courthouse and nearby parks, which provide opportunities for outdoor activities, picnicking, and enjoying the natural beauty of the region.
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. This charming town, located in the heart of Jefferson County, offers a serene environment great for relaxation. Many of the rentals come equipped with private pools, inviting hot tubs, and spacious outdoor areas for lounging. Expect amenities such as fully equipped kitchens for family meals, comfortable living spaces, and sometimes even outdoor grills for barbecuing.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Monticello?
In Monticello, Florida, travelers will find several pet-friendly house rentals that cater to those traveling with furry companions. Many of these homes come equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living spaces, allowing for a relaxing stay. The surrounding area is known for its charming small-town atmosphere and natural beauty, making it a great place for pet owners to explore.

Nearby, you can enjoy outdoor activities such as walking trails and parks where your pets can run and play. Monticello's welcoming community and access to local parks provide ample opportunities for pet-friendly outings, enhancing the overall experience for both you and your pet.
Are there any remote work vacation rentals in Monticello?
In Monticello, Florida, there are several options for remote work vacation rentals, with around 13 available in the area. These rentals typically cater to travelers seeking a productive environment, offering amenities such as free Wi-Fi, dedicated workspaces with desks and chairs, and a peaceful atmosphere conducive to working remotely. Many properties also feature comfortable living areas, kitchens for meal preparation, and outdoor spaces where one can unwind after a day of work. Monticello's charming small-town vibe provides a nice backdrop for remote work, along with opportunities to explore local parks and historic sites during breaks. 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 travelers 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 rental amenities include kitchens, allowing travelers to prepare their own meals, which is especially convenient for families or groups. Many rentals also feature dedicated workspaces with desks and desk chairs, suiting those who may need to catch up on work while away. Onsite parking is commonly available, making it easier for guests to explore the surrounding areas without worrying about parking issues. Additionally, coffee and tea makers are standard in many properties, ensuring guests can enjoy their favorite beverages at any time.
When is the best time to visit Monticello for a vacation rental?
September is the most popular month to visit Monticello, as it marks the heart of the peak season that runs from August to October. During this time, travelers are drawn to the region's delightful climate and vibrant setting, making it an ideal period for outdoor adventures and leisurely exploration of the charming town.

Visitors can expect pleasant temperatures in September, typically ranging from the low 60s to mid-80s Fahrenheit, creating a comfortable environment for activities like hiking in nearby parks or enjoying the local historic sites. The lush landscapes and welcoming community add to the appeal, providing ample opportunities for sightseeing and immersing yourself in Southern hospitality.

For those seeking value, consider planning your visit in December. While this month is generally quieter, it offers a unique charm, allowing you to experience Monticello's holiday spirit without the crowds. The cooler temperatures, often in the 40s to 60s Fahrenheit, create a cozy atmosphere superb for enjoying local eateries and exploring the area at a leisurely pace.
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.
What are the top attractions in Monticello, Florida, United States of America?
In Monticello, Florida, visitors can enjoy a variety of attractions that showcase the area's rich history and natural beauty. The historic downtown district features charming architecture and local shops, making it a pleasant area to explore on foot. Nearby, the Monticello Opera House is a cultural landmark that hosts various performances and events throughout the year.

Nature enthusiasts can visit the nearby Aucilla River, which offers opportunities for fishing, kayaking, and enjoying the scenic landscapes. The surrounding Jefferson County has several parks, including the nearby Lake Miccosukee Park, where visitors can enjoy picnicking, hiking, and birdwatching.

For a taste of local history, the Jefferson County Historical Association Museum provides insights into the area's past, with exhibits showcasing artifacts and stories from the region.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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