
Monticello Holiday Rentals
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Our top choices for Monticello holiday rentals

1. Tallahassee East Campground
Tallahassee East Campground
2. Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
3. The Budd-Pafford House - The Exploration Suite
The Budd-Pafford House - The Exploration Suite
4. Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
5. The Budd-Pafford House: The Rose Room
The Budd-Pafford House: The Rose Room
6. Free Breakfast! 1 Bedroom Suite in Tallahassee
Free Breakfast! 1 Bedroom Suite in Tallahassee
7. stayAPT Suites Tallahassee-Capitol
stayAPT Suites Tallahassee-Capitol
8. Southern Charm Home: Pool + Fireplace + Large Yard
Southern Charm Home: Pool + Fireplace + Large Yard
9. New Lakeside Cabin in Tallahassee, secluded & near town
New Lakeside Cabin in Tallahassee, secluded & near town
10. Hansell Villa + 12 PPL + Pet Friendly + BBQ + Games
Hansell Villa + 12 PPL + Pet Friendly + BBQ + Games
11. Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
12. Sprawling Updated Ranch with Fireplace on Wimbledon
Sprawling Updated Ranch with Fireplace on Wimbledon
13. Fully-Fenced Backyard! Perfect for Families/Groups
Fully-Fenced Backyard! Perfect for Families/Groups
14. Mimosa Stay Cottage - Thomasville Close to all the Charm
Mimosa Stay Cottage - Thomasville Close to all the Charm
15. The Walcott Cottage: Walkable Historic Retreat in Thomasville
The Walcott Cottage: Walkable Historic Retreat in Thomasville
16. QUAIL COTTAGE - Downtown Thomasville!
QUAIL COTTAGE - Downtown Thomasville!
17. Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
18. Tallahassee Tiny Home - Cozy, Quiet Nature Retreat
Tallahassee Tiny Home - Cozy, Quiet Nature Retreat
19. Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
Private Garden Retreat - King Bed - mins TMH + Downtown + FSU!
20. Mimosa Getaway - Less than 1 mile from Downtown
Mimosa Getaway - Less than 1 mile from DowntownFind holiday rentals that suit your style
Top Monticello Hotel Reviews

Drury Plaza Hotel Tallahassee
Find out more about Monticello
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Monticello holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Monticello. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Monticello. Seeing all the best attractions is bound to make you fall in love with Monticello. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Monticello short-term rentals, that won’t be hard to do.




































































