Owner Direct Vacation
Rentals in Monticello
The Best Owner Direct Vacation Rentals in Monticello. Explore thousands of vacation home rentals, large cabins, and villas near Monticello
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Explore the Best Monticello Vacation Homes
Looking for the perfect place to stay in Monticello? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Monticello character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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- luxury villas
- beachfront homes
- pet-friendly rentals
- condos
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Why Travelers Love Using
Owner Direct to
Find Monticello Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Monticello
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Popular Neighborhoods for Monticello Vacation Rentals
What are the best areas to stay in Monticello
Discover the top neighborhoods in Monticello and choose a place that suits your stay.
Letchworth-Love Mounds Archaeological State Park
Letchworth-Love Mounds Archaeological State Park VACATION RENTALSWacissa
Wacissa VACATION RENTALSDrifton
Drifton VACATION RENTALSMonticello Opera House
Monticello Opera House VACATION RENTALSMonticello Jefferson County Chamber of Commerce
Monticello Jefferson County Chamber of Commerce VACATION RENTALSThursday Feb 5
Monticello, Florida







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Monticello vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Monticello
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How to Reserve Your Monticello Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
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Monticello Vacation Rental FAQs
1. What are the top vacation rentals 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 Vacation Rentals in Monticello:
- Secluded pool home on 4+ acres
- Charming Monticello Retreat: Explore History, Shops, and Local Delights
- Elegant 2 Bedroom, 2 Bath Guest House close to Tallahassee. Whole Home Generator
- Historic Cottage - Near FSU & Thomasville
- Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
- Scarlett Room - At Avera-Clarke
- Camellia Cottage - wheelchair friendly
- Queen Anne Room at Avera-Clarke
- Dog friendly nature preserve Monticello, FL
- Cozy Cottage surrounded by antebelllum homes close to downtown.
2. Which vacation homes in Monticello are best for families?
If you are looking for a family-friendly vacation home in Monticello, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Monticello:
3. How many vacation rentals are available in Monticello?
Currently, the total number of properties listed in 2026 is over 36 in the Monticello area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Monticello.