Book Holiday Homes in Monticello
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Monticello

SOUTHERN CHARM (Kid’s Bunk Room!)

Stadium Stay 2 Bedroom

COZY, QUAINT, COTTAGE

4 Mi to Dtwn: Pet-Friendly Abode in Tallahassee!

Private Spacious New 4 Bdrm W/ Whirlpool Tub

Charming 3-Bedroom Home, 9 min to FSU

The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

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

3 Mi to Dtwn: Home w/ Yard in Tallahassee
Monticello Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Monticello vacation homes are the perfect way for you to wing it.
Holiday houses in Monticello let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Monticello in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Monticello adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Monticello with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Monticello vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Monticello Holiday Homes essential information
Accommodation | 430 Holiday Homes |
---|---|
Lowest Price | AU$108 |
Highest Price | AU$727 |
Popular accommodation | SOUTHERN CHARM (Kid’s Bunk Room!), Stadium Stay 2 Bedroom, COZY, QUAINT, COTTAGE, 4 Mi to Dtwn: Pet-Friendly Abode in Tallahassee!, Private Spacious New 4 Bdrm W/ Whirlpool Tub, Charming 3-Bedroom Home, 9 min to FSU, The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!, Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida., 3 Mi to Dtwn: Home w/ Yard in Tallahassee |
Holiday Homes in Monticello
Top Locations for Holiday Homes in Monticello
Top trending hotels in Monticello

Daffodale House B&B

BOB Hotels Tallahassee - Boutique on Budget

Four Points by Sheraton Tallahassee Downtown

TRYP by Wyndham Tallahassee North I-10 Capital Circle
More ways to explore Monticello
Top picks
- Accommodation in Palm City
- Accommodation in Miramar Beach
- Accommodation in Pensacola Beach
- Accommodation in Jensen Beach
- Accommodation in Melbourne
- Accommodation in Marco Island
- Accommodation in Palm Beach
- Accommodation in Panama City Beach
- Accommodation in Daytona Beach
- Accommodation in Delray Beach
- Accommodation in Honolulu
- Accommodation in Christmas
- Accommodation in Lakeland
- Accommodation in Hudson
- Accommodation in St. Augustine
- Accommodation in Key West
- Accommodation in North Port
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.