Monticello Vacation Rentals

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Vacation Rentals in Monticello

Cheerful 2-bedroom Easy Street Townhouse

Tallahassee FL

$100 nightly

$110 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in Tallahassee, you'll be within a 15-minute drive of Florida State University and Central Bark.

Canal-front home at Shell Point. Relax. Fish. Explore. Swim. Amazing Sunsets!

Crawfordville FL

$320 nightly

$352 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home in Crawfordville, you'll be within a 15-minute drive of Shell Point Beach and Wildwood Golf Club.

Pool

Kitchen

Charming 3-Bedroom Home, 9 min to FSU

Tallahassee FL

With a stay at this vacation home in Tallahassee (Midtown), you'll be within a 10-minute drive of Florida State University and Florida A&M University.

Coastal Getaway on canal-steps to the beach

Panacea FL

Located in Panacea, this vacation home is by the ocean, a 1-minute drive from Mashes Sand Beach and 8 minutes from Bayside Marina.

2 blocks to FSU,Campus tours/visits,King bed,Gated community w/2 pools,Free park

Tallahassee FL

With a stay at this vacation home in Tallahassee, you'll be within a 5-minute drive of Florida State University and Florida A&M University.

Pool

Hot Tub

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.

Thomasville GA

$236 nightly

$275 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

Located in Thomasville, this vacation home is within a 5-minute drive of Lapham-Patterson House and Thomasville's Historic Big Oak.

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

Thomasville GA

$295 nightly

$343 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

A stay at this vacation home places you in the heart of Thomasville, within a 10-minute walk of Thomasville's Historic Big Oak and Thomasville Genealogical, History and Fine Arts Library.

The Greywood | A Blackhouse Property

Tallahassee FL

Located in Tallahassee, this vacation home is in a rural location, within a 5-minute drive of Alfred B. Maclay State Gardens and Dorothy B Oven Park.

Kitchen

Washer

Cute Cottage nestled in the trees close to Doak Campbell Stadium

Tallahassee FL

With a stay at this vacation home, you'll be centrally located in Tallahassee, within a 5-minute drive of Florida State University and Florida A&M University.

Pet friendly Kayak with the manatees

Crawfordville FL

With a stay at this vacation home in Crawfordville, you'll be within a 10-minute drive of Wakulla Springs State Park and Wildwood Golf Club.

NEW! Last minute booking discount—close to Tallahassee Memorial Hospital

Tallahassee FL

$249 nightly

$277 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Tallahassee, you'll be within a 10-minute drive of Florida State University and Florida A&M University.

Wakulla River Retreat - a nature lover’s paradise

Crawfordville FL

Located in Crawfordville, this vacation home is on a river, within a 15-minute drive of Wakulla Springs State Park and Wakulla State Forest.

Kitchen

Washer

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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.