Monticello vacation rentals

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Top-rated vacation rentals in Monticello

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Pavo

4.97 out of 5 average rating, 239 reviews

Cabin on Lake Nichols

Enjoy a comfortable retreat in a historic 1930s cabin overlooking a 350-acre private lake. This fully renovated farmhouse features its original beadboard. The historic touches, combined with all the modern amenities, make this the perfect destination for those seeking to enjoy a getaway into nature and fishing experience. The lake is loaded with largemouth bass, catfish, speckled perch, bream, and bluegill and is only otherwise available by very limited membership. See more on IG @lake_nichols

Aug 27 – Sep 3

ﺩ.ﺇ733 per night

Guest favorite

Cottage in Monticello

4.96 out of 5 average rating, 112 reviews

The Cottage at Grand Oaks Plantation

The Cottage on Grand Oaks Plantation is a hidden gem in the small town of Monticello, FL. Nestled under a canopy of 200 year old Live Oaks, you will enjoy relaxing as you watch the horses, ring-tailed lemurs, kangaroos... This restored plantation cottage housed guests in the early 1900's, and is now completely renovated with antique stained glass windows and doors, beadboard walls and a screened wrap around porch. Pool table and darts also. This cottage was featured in Country Living Magazine.

Mar 13 – 20

ﺩ.ﺇ950 per night

Guest favorite

Farm stay in Hahira

5.0 out of 5 average rating, 153 reviews

The Silo at Oak Hill Farm~romantic outdoor bath

The Silo at Oak Hill Farm is located on a multi-generational Centennial family farm in rural South Georgia. Overlooking beautiful pastureland 5 miles from interstate 75, this converted grain silo is a perfect getaway for those who enjoy a farm setting. Designed with a modern farmhouse feel, it has all of the amenities of home with a little twist. *Please read about extra amenities/concierge services in “The Space” section* Come enjoy southern hospitality in a one of a kind overnight experience.

Feb 4 – 11

ﺩ.ﺇ569 per night

Guest favorite

Apartment in Tallahassee

4.88 out of 5 average rating, 522 reviews

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

Cozy~Quiet~Close~In Work-Space! FSU/ Collegetown, Midtown, Capital, FAMU. EnSuite, kitchenette, cottage-feel, New memory-foam queen panel bed & luxurious oriental. Private side entrance. Private bath & pool access. Shadey~oaks, lovely flowers & birds. Microwave, huge toasteroven, stovetop, bar sink, granite counter, minifrige, singleserve coffee maker, utensils. Safe~quiet~shady sidewalk 'walking' neighborhood. Poolside patio & porch w/ glass table. We love our dog! No children or animals plz.

Oct 1 – 8

ﺩ.ﺇ452 per night

Guest favorite

Guesthouse in Tallahassee

4.84 out of 5 average rating, 251 reviews

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, private, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown is 20 min away depending on traffic.

Nov 3 – 10

ﺩ.ﺇ356 per night

Guest favorite

Cottage in Thomasville

5.0 out of 5 average rating, 172 reviews

The Fern Leaf Cottage

Nestled in a residential neighborhood overlooking the owners beautifully designed and maintained garden is The Fern Leaf Cottage. You will have your own private drive to access the cottage. The Cottage is cozy and comfortable. Every detail is addressed and the decor will make you feel right at home. There is a small kitchenette furnished with a microwave, Keurig coffee maker, toaster, and small refrigerator. A great bonus is the little screened in porch complete with rocking chairs.

Feb 9 – 16

ﺩ.ﺇ348 per night

Guest favorite

Cottage in Thomasville

4.98 out of 5 average rating, 344 reviews

The Shed-King Bed-Cozy-Modern Boho -Wifi-Cabin-

The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

Aug 1 – 8

ﺩ.ﺇ478 per night

Guest favorite

Farm stay in Tallahassee

4.94 out of 5 average rating, 272 reviews

Goat House FarmStay Cottage - No Cleaning Fees!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting the mission of the farm. Come and de-stress by snuggling our goats. These bouncing bundles of joy are guaranteed to make you smile! We also have chickens, peacocks, honeybees, and even a pig. We are near Tallahassee but in a rural area, down a bumpy dirt road, but we promise the trip is worth it. Kayaking and hiking right off the property, plus beautiful sunsets on the lake.

Nov 13 – 20

ﺩ.ﺇ251 per night

Guest favorite

Home in Quitman

4.95 out of 5 average rating, 250 reviews

small town living

Enjoy the laid back. simple, life of a small southern town. Our old house with hardwood floors, nice comfortable furniture, and vintage decorating choices is perfect for a leisurely get away or business. Great stay for travel nurses or others working temporarily in the area, or just a layover during travels. An air mattress and pack and play are also available. We do allow pets , a pet fee of 50.00 is charged under additional charges on the booking page.

Nov 24 – Dec 1

ﺩ.ﺇ381 per night

Guest favorite

Apartment in Tallahassee

4.95 out of 5 average rating, 192 reviews

The Carriage House

Our lovely french inspired guest house features an open floor plan with fully equipped kitchen and large brick patio overlooking a spacious backyard with pool. FOR LARGER GROUPS... We would like to introduce our new space “The Captains Quarters”. This space is a sister unit to “The Carriage House”. These two spaces features private entrances that are independent from one other but could easily be used in conjunction for those who have a larger group.

Jan 18 – 25

ﺩ.ﺇ401 per night

Guest favorite

Home in Tallahassee

4.94 out of 5 average rating, 126 reviews

Vickie's Hideway

Hideaway says it all, Located in a peaceful beautiful country setting. You have 1 acre to sit back, relax, and enjoy what Mother nature has to offer and just a short drive back to Tallahassee for all the amenities of the city. Nearest Walmart - 8 miles Capital Regional Hospital (CRMC) - 12 miles Tallahassee Memorial Hospital - 13 miles Tallahassee Regional Airport - 17 miles Donald Tucker Civic Center - 12 miles Doak Campbell Stadium - 13 miles

Mar 11 – 18

ﺩ.ﺇ363 per night

Guest favorite

Home in Tallahassee

5.0 out of 5 average rating, 112 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Oct 17 – 24

ﺩ.ﺇ2,192 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monticello vacation rentals

Lake access

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Monticello's top sights

Rev Cafe11 locals recommend

Tupelo's Bakery & Cafe7 locals recommend

Monticello Opera House, Inc.8 locals recommend

Other great vacation rentals in Monticello

Guest favorite

Treehouse in Tallahassee

4.95 out of 5 average rating, 613 reviews

Romantic Treehouse + Pool Oasis

ﺩ.ﺇ401 per night

Guest favorite

Home in Thomasville

4.86 out of 5 average rating, 146 reviews

Cottage on Lake Limousin

Nov 7 – 14

ﺩ.ﺇ652 per night

Guest favorite

Cottage in Tallahassee

4.95 out of 5 average rating, 122 reviews

Twisted Pine Lake Cottage, secluded & near town

Mar 9 – 16

ﺩ.ﺇ788 per night

Superhost

Home in Tallahassee

4.82 out of 5 average rating, 275 reviews

Cottages @ Lake Ella | Bungalow (1br-1bth/kitchen)

Jun 10 – 17

ﺩ.ﺇ378 per night

Guest favorite

Home in Lake Park

4.98 out of 5 average rating, 110 reviews

Enjoy beautiful sunsets at "Turtle Cove"!

Sep 24 – Oct 1

ﺩ.ﺇ551 per night

Guest favorite

Home in Donalsonville

4.98 out of 5 average rating, 130 reviews

The R & R Lake House on Lake Seminole

Aug 21 – 28

ﺩ.ﺇ548 per night

Guest favorite

Home in Lake Park

5.0 out of 5 average rating, 165 reviews

Lakefront guesthouse by I-75 and the FL/GA line

Feb 24 – Mar 3

ﺩ.ﺇ629 per night

Guest favorite

Home in Donalsonville

4.89 out of 5 average rating, 99 reviews

Vacation Home, Families, Sportsmen, Travelers

Aug 17 – 24

ﺩ.ﺇ446 per night

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Monticello house rentals

Guest favorite

Home in Thomasville

4.99 out of 5 average rating, 194 reviews

Executive Suite on Park Ave.

Sep 24 – Oct 1

ﺩ.ﺇ552 per night

Guest favorite

Home in Valdosta

4.95 out of 5 average rating, 123 reviews

3 Bedrooms near Wild Adventures

Aug 17 – 24

ﺩ.ﺇ430 per night

Guest favorite

Home in Tallahassee

4.98 out of 5 average rating, 188 reviews

3B/2b Near to FSU + Capitol Mid-Century Modern Gem

May 9 – 16

ﺩ.ﺇ359 per night

Guest favorite

Home in Thomasville

4.98 out of 5 average rating, 103 reviews

THE RED HILLS HOUSE (Downtown Thomasville)

Jun 4 – 11

ﺩ.ﺇ630 per night

Guest favorite

Home in Moultrie

4.95 out of 5 average rating, 163 reviews

The Barn-Enjoy your stay with a field surrounding.

May 25 – Jun 1

ﺩ.ﺇ414 per night

Guest favorite

Home in Thomasville

4.97 out of 5 average rating, 209 reviews

Cozy Cottage Home in Historic Thomasville

Apr 4 – 11

ﺩ.ﺇ412 per night

Guest favorite

Home in Bainbridge

4.98 out of 5 average rating, 210 reviews

Little House on Broughton Downtown Bainbridge Stay

Jan 31 – Feb 7

ﺩ.ﺇ434 per night

Guest favorite

Home in Norman Park

4.96 out of 5 average rating, 135 reviews

3 Bedroom Home Pool & Hot Tub

Oct 27 – Nov 3

ﺩ.ﺇ562 per night

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Monticello fishing house rentals

Guest favorite

Home in Donalsonville

4.94 out of 5 average rating, 152 reviews

Big home Outdoor Kitchen & HotTub on Lake Seminole

Jan 2 – 9

ﺩ.ﺇ858 per night

Guest favorite

Home in Crawfordville

4.82 out of 5 average rating, 38 reviews

Relax and Play in Dreamy Lake Ellen Getaway

Sep 11 – 18

ﺩ.ﺇ366 per night

Guest favorite

Home in Thomasville

4.9 out of 5 average rating, 29 reviews

Cottage In The Woods

Jun 1 – 8

ﺩ.ﺇ640 per night

Guest favorite

Home in Lake Park

4.99 out of 5 average rating, 77 reviews

Lakefront home..sleeps 4.. 1 bedroom 1 bath.

Mar 23 – 30

ﺩ.ﺇ690 per night

Guest favorite

Home in Tallahassee

4.93 out of 5 average rating, 45 reviews

Eagles Nest

May 14 – 21

ﺩ.ﺇ739 per night

Guest favorite

Home in Donalsonville

4.94 out of 5 average rating, 66 reviews

Fishermen’s Heaven at Lake Seminole!

Oct 17 – 24

ﺩ.ﺇ409 per night

Guest favorite

Home in Tallahassee

4.98 out of 5 average rating, 52 reviews

The Cove near FSU&FAMU. Lakefront 3 Br 2 Bath

Jul 30 – Aug 6

ﺩ.ﺇ1,576 per night

Guest favorite

Home in Havana

4.86 out of 5 average rating, 21 reviews

Rural Estate Near Tallahassee

Jan 17 – 24

ﺩ.ﺇ2,069 per night

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Quick stats about vacation rentals in Monticello

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
660 reviews
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Monticello?
Yes! Work meets play with ease at over 10 vacation rentals in Monticello featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Monticello?
Four-legged friends are welcome in Monticello. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Monticello have wifi?
Absolutely! We offer over 10 house rentals with wifi in Monticello. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Monticello?
Experience the best of Monticello with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Monticello vacation rentals

Top-rated vacation rentals in Monticello

Vacation rentals for every style

Cabins

Houses

Hotels

Popular amenities for Monticello vacation rentals

Stay near Monticello's top sights

Other great vacation rentals in Monticello

Treehouse in Tallahassee

Home in Thomasville

Cottage in Tallahassee

Home in Tallahassee

Home in Lake Park

Home in Donalsonville

Home in Lake Park

Home in Donalsonville

Monticello house rentals

Home in Thomasville

Home in Valdosta

Home in Tallahassee

Home in Thomasville

Home in Moultrie

Home in Thomasville

Home in Bainbridge

Home in Norman Park

Monticello fishing house rentals

Home in Donalsonville

Home in Crawfordville

Home in Thomasville

Home in Lake Park

Home in Tallahassee

Home in Donalsonville

Home in Tallahassee

Home in Havana

Quick stats about vacation rentals in Monticello

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Monticello?

Are there pet-friendly vacation rentals in Monticello?

Do house rentals in Monticello have wifi?

How much does it cost to stay in house rentals in Monticello?

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