Book Holiday Homes in Monticello

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Featured Holiday Homes in Monticello

Dragonfly on the Canal

Dragonfly on the Canal

2 out of 5
Crawfordville
The price is NZ$621 per night from 24 Dec to 25 Dec
NZ$621
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Crawfordville. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Shell Point Beach and ...
Dragonfly on the Canal
Lakefront southern charm in beautiful quiet area

Lakefront southern charm in beautiful quiet area

Pinetta
Book a stay at this family-friendly vacation home in Pinetta. Enjoy a garden, a pool table, and patios. Popular attraction Cherry Lake is located nearby.
Lakefront southern charm in beautiful quiet area
Pet friendly
Kayak with the manatees

Pet friendly Kayak with the manatees

2 out of 5
Crawfordville
The price is NZ$466 per night from 26 Dec to 27 Dec
NZ$466
includes taxes & fees
26 Dec - 27 Dec
Stay at this vacation home in Crawfordville. Enjoy a garden, patios, and housekeeping. Popular attractions Wildwood Golf Club and Edward Ball Wakulla Springs ...
Pet friendly Kayak with the manatees
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Paradise at Tallahassee - 4BR/2Bathrooms

Paradise at Tallahassee - 4BR/2Bathrooms

Tallahassee
Stay at this vacation home in Tallahassee. Enjoy free WiFi, a garden, and patios. Popular attractions Tallahassee-Saint Marks Historic Railroad Trail State Park ...
Paradise at Tallahassee - 4BR/2Bathrooms
Coastal Getaway on canal-steps to the beach

Coastal Getaway on canal-steps to the beach

Panacea
Stay at this vacation home in Panacea. Enjoy free WiFi, a garden, and patios. Popular attractions Mashes Sand Beach and Porter Island are located nearby.
Coastal Getaway on canal-steps to the beach
COZY, QUAINT, COTTAGE

COZY, QUAINT, COTTAGE

Tallahassee
Stay at this vacation home in Tallahassee. Enjoy free WiFi, a garden, and patios. Popular attractions The Centre of Tallahassee and Northwood Mall are located ...
COZY, QUAINT, COTTAGE
Nice House in One of the Best Neighborhood in Tallahassee

Nice House in One of the Best Neighborhood in Tallahassee

Tallahassee
The price is NZ$499 per night from 29 Dec to 30 Dec
NZ$499
includes taxes & fees
29 Dec - 30 Dec
Stay at this vacation home in Tallahassee. Enjoy in-room jetted tubs and air conditioning. Popular attractions Golf Club at Summerbrooke and St. Peter's Anglican ...
Nice House in One of the Best Neighborhood in Tallahassee
NEW Construction Home .5 from Miles from FSU, 1.6 Miles from FAMU

NEW Construction Home .5 from Miles from FSU, 1.6 Miles from FAMU

Tallahassee
Stay at this vacation home in Tallahassee. Enjoy free WiFi and air conditioning. Popular attractions The Taylor House and Lee Park are located nearby.
NEW Construction Home .5 from Miles from FSU, 1.6 Miles from FAMU
SOUTHERN CHARM (Kid’s Bunk Room!)

SOUTHERN CHARM (Kid’s Bunk Room!)

Thomasville
The price is NZ$608 per night from 1 Jan to 2 Jan
NZ$608
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this vacation home in Thomasville. Enjoy free WiFi, a garden, and patios. Popular attractions Thomasville Rose Garden and Thomasville's Historic Big ...
SOUTHERN CHARM (Kid’s Bunk Room!)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
321 Holiday Homes
Lowest Price
NZ$127
Highest Price
NZ$621
Popular accommodation
Dragonfly on the Canal, Lakefront southern charm in beautiful quiet area, Pet friendly Kayak with the manatees, Paradise at Tallahassee - 4BR/2Bathrooms, Coastal Getaway on canal-steps to the beach, COZY, QUAINT, COTTAGE, Nice House in One of the Best Neighborhood in Tallahassee, NEW Construction Home .5 from Miles from FSU, 1.6 Miles from FAMU, SOUTHERN CHARM (Kid’s Bunk Room!)

Top trending hotels in Monticello

Econo Lodge

Econo Lodge

2 out of 5
2616 Gamble Rd, Monticello, FL
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 5 Jan to 6 Jan
NZ$164
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this hotel in Monticello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Econo Lodge
Wyndham Garden Tallahassee Capitol

Wyndham Garden Tallahassee Capitol

3 out of 5
1355 Apalachee Parkway, Tallahassee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$127 per night from 25 Dec to 26 Dec
NZ$127
includes taxes & fees
25 Dec - 26 Dec
Stay at this 3-star business-friendly hotel in Tallahassee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Wyndham Garden Tallahassee Capitol
Country Inn & Suites by Radisson, Tallahassee-University Area, FL

Country Inn & Suites by Radisson, Tallahassee-University Area, FL

2.5 out of 5
3096 N Monroe St, Tallahassee, FL
Fully refundable
The price is NZ$170 per night from 25 Dec to 26 Dec
NZ$170
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this business-friendly hotel in Tallahassee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Tallahassee-University Area, FL
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Drury Plaza Hotel Tallahassee

Drury Plaza Hotel Tallahassee

3 out of 5
1690 Raymond Diehl Rd, Tallahassee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 29 Dec to 30 Dec
NZ$215
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3-star business-friendly hotel in Tallahassee. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and ...
Drury Plaza Hotel Tallahassee
Don't see what you're looking for?
See all available properties in Monticello
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.