Monticello, FL Cottage Rentals

Monticello Cottage Rentals

Cottage

Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee. Whole Home Generator

10.0

Exceptional

(19 Reviews)

2 Bedrooms 2 Baths 4 Guests

US $297/Night 7 Nights - US $2,081

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Cottage

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

9.6

Exceptional

(18 Reviews)

1 Bedroom 1 Bath 5 Guests 650 ft²

US $217/Night 7 Nights - US $1,518

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Cottage

Remodeled Historic home w/ hot tub 1 block from downtown! 30 minutes to FSU!

9.2

Exceptional

(5 Reviews)

4 Bedrooms 4 Baths 8 Guests

US $219/Night 7 Nights - US $1,533

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House

Cozy Cottage surrounded by antebelllum homes close to downtown.

10.0

Exceptional

(36 Reviews)

2 Bedrooms 1 Bath 5 Guests

US $176/Night 7 Nights - US $1,231

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Highly Rated

Bed & Breakfast

1872 Denham Inn

9.4

Exceptional

(98 Reviews)

6 Bedrooms 7 Baths 17 Guests 340.86 ft²

US $147/Night 7 Nights - US $1,029

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Highly Rated

Bed & Breakfast

Daffodale House B&B

9.6

Exceptional

(134 Reviews)

1 Bedroom 1 Bath

US $171/Night 7 Nights - US $1,194

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House

Secluded pool home on 4+ acres

10.0

Exceptional

(30 Reviews)

6 Bedrooms 2 Baths 10 Guests 2800 ft²

US $450/Night 7 Nights - US $3,150

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Bed & Breakfast

The Avera-Clarke House

9.3

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 2 Guests

US $178/Night 7 Nights - US $1,247

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House

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

10.0

Exceptional

(23 Reviews)

2 Bedrooms 2 Baths 4 Guests

US $326/Night 7 Nights - US $2,279

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Cabin

Econo Lodge Monticello

6.3

Good

(80 Reviews)

31 Bedrooms 4 Baths 22 Guests 614.89 ft²

US $70/Night 7 Nights - US $490

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House

Charming Monticello Retreat: Explore History, Shops, and Local Delights

10.0

Exceptional

(22 Reviews)

2 Bedrooms 2 Baths 6 Guests 1600 ft²

US $370/Night 7 Nights - US $2,587

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New

House

Sunset Blue House - Secluded Pool Home on 5 acres

1 Bedroom 3 Baths 11 Guests 2798.62 ft²

US $378/Night 7 Nights - US $2,646

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More Top-Rated Cottage Rentals in Monticello Area

Why Choose Rent By Owner for your Monticello Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Monticello

When should you plan your Cottage Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the region offers pleasant weather and fewer crowds, ensuring a relaxing experience in this charming destination’s cottages tailored to your ideal vacation timing.

Peak Season Highlights

Spring (March to May)

During spring, you can enjoy the vibrant blooming scenery and pleasant weather, making it an ideal time to explore this charming destination.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Fall (September to November)

Autumn offers cooler temperatures and colorful foliage, creating a peaceful atmosphere for relaxation and outdoor activities.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

Summer (June to August)

In summer, the region experiences hot and humid weather, which may be less ideal for outdoor pursuits but offers quiet privacy for your stay.

Average Temperature Daytime: 90°F - Nighttime: 70°F

Winter (December to February)

Winter sees mild temperatures, providing a tranquil retreat away from peak travel times, perfect for those seeking solitude and comfort.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Monticello

How to Book Your Monticello Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Monticello

More Top-Rated Cottage Rentals in Monticello Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy outdoor seating areas such as patios or decks, perfect for relaxing and taking in the surroundings.
Take advantage of spacious yards or gardens that are ideal for outdoor activities or picnics.
Make use of a barbecue grill for outdoor cooking and casual family gatherings.
Benefit from private or shared outdoor pools to unwind during warmer days.
Explore well-maintained walking trails or pathways directly from the property for scenic strolls.
Utilize outdoor lighting to extend your evening activities comfortably.
Appreciate access to serene green spaces or parks nearby for outdoor recreation and relaxation.

Top Attractions Around Monticello

What attractions are nearby?

In this charming destination, you can enjoy a variety of outdoor activities such as exploring local parks, scenic trails, and engaging in community events that showcase the region’s natural beauty and welcoming atmosphere.

Family Activities

Carrollsing State Park Explore the natural beauty of this local park, offering family-friendly trails and picnic spots for relaxing outdoor activities.
Historic Monticello Courthouse Square Visit the charming town square with its quaint shops and community events, perfect for a leisurely family day out.
Local Farm Visits Engage the kids with educational experiences at nearby farms where they can learn about agriculture and meet farm animals.
Community Festivals and Events Enjoy seasonal festivals held in the area that often feature entertainment, crafts, and local cuisine suitable for all ages.

Adult Activities

Historical Museum Tour Dive into the area's rich history by exploring local museums that showcase Monticello's unique heritage and cultural landmarks.
Outdoor Nature Walks Enjoy tranquil strolls along scenic trails, where you can immerse yourself in the natural beauty surrounding this destination.
Golfing Experiences Perfect your swing at nearby golf courses that offer a relaxing yet engaging way to spend your day.
Distillery and Winery Visits Discover local flavors with visits to regional distilleries and wineries, providing an authentic taste of the region’s craftsmanship.

Other Places to Stay in Monticello, FL

Monticello Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Visit During Quiet Seasons: To enjoy a more relaxed experience, consider visiting during the off-peak months when the area’s natural beauty shines without the crowds.
Explore Local Events and Markets: Engage with the community by participating in seasonal events and visiting local markets to get a genuine taste of this destination’s culture.
Customize Your Accommodation Experience: Choose from a variety of cottages that offer amenities tailored to your needs, ensuring a comfortable and personalized stay.
Uncover Hidden Spots Away from Tourist Areas: Take time to venture off the beaten path in this region, revealing peaceful spots perfect for relaxation and reflection.

Transportation Options

Personal Vehicles: Renting or driving your own vehicle offers the most flexible way to explore this destination and access nearby cottages with ease.
Taxi Services: Reliable taxi options are available in the area, providing convenient transportation to and from local attractions and cottages.
Public Transit: Local bus services connect key points within the region, making it simple for you to travel affordably while staying close to charming cottages.
Bike Rentals: For an eco-friendly and leisurely experience, bike rentals can help you navigate here’s scenic surroundings at your own pace.

Local Customs Options

Southern Hospitality: Visitors often experience warm welcomes and friendly interactions rooted in the region’s tradition of hospitality, making your stay in Monticello memorable.
Local Festivals: Participating in community festivals allows you to observe and enjoy regional customs that celebrate the area's rich history and culture.
Farm-to-Table Dining: Embracing the local cuisine involves supporting nearby farms and restaurants that prioritize fresh, regional ingredients.
Historical Preservation: Respect for historic sites and architecture reflects the community's dedication to preserving its cultural heritage during your visit.

Monticello Cottage Rentals Frequently Asked Questions

1. What are the top Cottages in Monticello?

There are a lot of options in Monticello. If you plan on staying in the Monticello area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Monticello:

2. How many Cottages are available in Monticello?

Currently, the total number of properties listed by RBO in 2026 is over 3 in the Monticello area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Monticello. 

3. What is the cancellation policy for cottages in Monticello, Florida?

Cancellation policies vary by listing. You should review the specific cottage's cancellation terms on the booking page or contact the property owner directly for detailed information.

4. Are there any additional fees I should be aware of when booking a cottage here?

Additional fees such as cleaning charges, service fees, or occupancy taxes may apply and are usually detailed during the booking process. It’s best to check each listing for specific fee information.

5. Can I bring pets to the cottages in this area?

Pet policies differ between properties; some cottages are pet-friendly while others are not. Review the property's details and contact the owner if you have specific questions about bringing your pets.

6. What amenities are typically included with cottages in this region?

Most cottages offer essential amenities such as Wi-Fi, kitchen facilities, and outdoor spaces. For a comprehensive list of included amenities, consult the individual listing or reach out to the host directly.

7. How do I confirm my booking and what is the process for checking in?

Booking confirmation is typically sent via email after completing your reservation. Check-in procedures can vary, so refer to the listing details or contact the owner for instructions on how to access the property.