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

Dec 13 – 20

G$41,635 GYD 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.

Jan 10 – 17

G$53,940 GYD per night

Guest favorite

Apartment in Tallahassee

4.88 out of 5 average rating, 523 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.

Jan 2 – 9

G$18,384 GYD per night

Guest favorite

Farm stay in Hahira

5.0 out of 5 average rating, 155 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

G$31,942 GYD 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.

Feb 15 – 22

G$20,195 GYD 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.

Jan 27 – Feb 3

G$19,769 GYD 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!

May 20 – 27

G$25,477 GYD per night

Guest favorite

Farm stay in Tallahassee

4.95 out of 5 average rating, 273 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.

Feb 5 – 12

G$13,857 GYD 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.

May 28 – Jun 4

G$21,623 GYD 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.

Dec 16 – 23

G$22,749 GYD 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

Dec 14 – 21

G$21,340 GYD per night

Guest favorite

Home in Tallahassee

5.0 out of 5 average rating, 113 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.

Nov 15 – 22

G$124,430 GYD 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

G$22,606 GYD per night

Guest favorite

Cottage in Tallahassee

4.95 out of 5 average rating, 123 reviews

Twisted Pine Lake Cottage, secluded & near town

Sep 23 – 30

G$44,748 GYD per night

Guest favorite

Camper/RV in Panacea

4.92 out of 5 average rating, 197 reviews

On The Fly I

Mar 22 – 29

G$25,150 GYD per night

Guest favorite

Houseboat in Bainbridge

4.87 out of 5 average rating, 149 reviews

"The Boathouse" on Flint River @ Bainbridge Marina

Aug 30 – Sep 6

G$48,001 GYD per night

Guest favorite

Apartment in Monticello

4.9 out of 5 average rating, 20 reviews

Private 2 Bedroom Cabana

Nov 26 – Dec 3

G$19,779 GYD per night

Guest favorite

Tiny home in Tallahassee

5.0 out of 5 average rating, 39 reviews

Cozy Country Cottage - Waterfront!

Aug 27 – Sep 3

G$19,790 GYD per night

Guest favorite

Cottage in Thomasville

5.0 out of 5 average rating, 8 reviews

Lakefront 2 Bedroom Cottage with Indoor Fireplace

Aug 8 – 15

G$30,503 GYD per night

Guest favorite

Cottage in Bainbridge

5.0 out of 5 average rating, 21 reviews

Reel Paradise II

Jan 12 – 19

G$26,354 GYD per night

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Monticello house rentals

Guest favorite

Home in Valdosta

4.95 out of 5 average rating, 123 reviews

3 Bedrooms near Wild Adventures

Sep 23 – 30

G$24,783 GYD per night

Guest favorite

Home in Tallahassee

4.98 out of 5 average rating, 190 reviews

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

Aug 7 – 14

G$26,607 GYD per night

Guest favorite

Home in Thomasville

4.98 out of 5 average rating, 103 reviews

THE RED HILLS HOUSE (Downtown Thomasville)

Oct 14 – 21

G$35,751 GYD per night

Guest favorite

Home in Bainbridge

4.98 out of 5 average rating, 210 reviews

Little House on Broughton Downtown Bainbridge Stay

Dec 23 – 30

G$24,641 GYD per night

Guest favorite

Home in Thomasville

4.97 out of 5 average rating, 209 reviews

Cozy Cottage Home in Historic Thomasville

Mar 24 – 31

G$23,396 GYD per night

Guest favorite

Home in Tallahassee

4.94 out of 5 average rating, 621 reviews

Eclectic Midtown home by Whole Foods near I-10

Jul 2 – 9

G$27,327 GYD per night

Guest favorite

Home in Tallahassee

4.97 out of 5 average rating, 212 reviews

Quiet-Clean-Cottage-Dogs

Feb 20 – 27

G$25,888 GYD per night

Guest favorite

Home in Panacea

4.92 out of 5 average rating, 108 reviews

Fishermans Retreat

Apr 14 – 21

G$18,975 GYD per night

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Monticello fishing house rentals

Guest favorite

Home in Thomasville

4.86 out of 5 average rating, 146 reviews

Cottage on Lake Limousin

Jun 24 – Jul 1

G$37,044 GYD per night

Superhost

Home in Tallahassee

4.82 out of 5 average rating, 275 reviews

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

Jun 11 – 18

G$21,483 GYD per night

Guest favorite

Home in Donalsonville

4.89 out of 5 average rating, 99 reviews

Vacation Home, Families, Sportsmen, Travelers

Dec 8 – 15

G$26,486 GYD per night

Guest favorite

Home in Crawfordville

4.79 out of 5 average rating, 39 reviews

Relax and Play in Dreamy Lake Ellen Getaway

Sep 11 – 18

G$20,752 GYD per night

Guest favorite

Home in Thomasville

4.9 out of 5 average rating, 29 reviews

Cottage In The Woods

Feb 1 – 8

G$36,318 GYD per night

Guest favorite

Home in Donalsonville

4.94 out of 5 average rating, 66 reviews

Fishermen’s Heaven at Lake Seminole!

Oct 18 – 25

G$23,241 GYD per night

Guest favorite

Home in Tallahassee

4.93 out of 5 average rating, 45 reviews

Eagles Nest

May 14 – 21

G$41,957 GYD per night

Guest favorite

Home in Tallahassee

5.0 out of 5 average rating, 16 reviews

Talquin Lakeside Retreat Sleeps 7 in 4 BRs/2 Baths

Jun 25 – Jul 2

G$43,136 GYD 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
G$8,339 GYD 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

Cottage in Tallahassee

Camper/RV in Panacea

Houseboat in Bainbridge

Apartment in Monticello

Tiny home in Tallahassee

Cottage in Thomasville

Cottage in Bainbridge

Monticello house rentals

Home in Valdosta

Home in Tallahassee

Home in Thomasville

Home in Bainbridge

Home in Thomasville

Home in Tallahassee

Home in Tallahassee

Home in Panacea

Monticello fishing house rentals

Home in Thomasville

Home in Tallahassee

Home in Donalsonville

Home in Crawfordville

Home in Thomasville

Home in Donalsonville

Home in Tallahassee

Home in Tallahassee

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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