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, 237 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

Jan 20 – 27

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.

Nov 17 – 24

ﺩ.ﺇ953 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.

Aug 24 – 31

ﺩ.ﺇ380 per night

Guest favorite

Cottage in Thomasville

5.0 out of 5 average rating, 171 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.

Sep 25 – Oct 2

ﺩ.ﺇ348 per night

Guest favorite

Cottage in Thomasville

4.98 out of 5 average rating, 343 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 12 – 19

ﺩ.ﺇ452 per night

Guest favorite

Farm stay in Tallahassee

4.94 out of 5 average rating, 271 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.

Jan 30 – Feb 6

ﺩ.ﺇ242 per night

Guest favorite

Home in Quitman

4.95 out of 5 average rating, 249 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.

Dec 8 – 15

ﺩ.ﺇ381 per night

Guest favorite

Apartment in Tallahassee

4.95 out of 5 average rating, 191 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.

Mar 25 – Apr 1

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

Jun 4 – 11

ﺩ.ﺇ326 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.

Jan 2 – 9

ﺩ.ﺇ2,192 per night

Guest favorite

Guesthouse in Taylor County

4.98 out of 5 average rating, 123 reviews

RiverRise Cottage on the Aucilla River

Furnished cottage with river view windows and a walk around deck. Open floor plan with king size bed and a full-size sleeper sofa. Enjoy relaxing and watch the river flow by from the swivel rocker recliner. AC/Heating unit. Wall mounted swivel TV for viewing 200 channel Dish TV, Wi-Fi is available. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens.

Nov 6 – 13

ﺩ.ﺇ477 per night

Guest favorite

Home in Thomasville

4.97 out of 5 average rating, 117 reviews

Big Oak Cottage

My place is a 10 minute walk to parks, restaurants and the historical and Southern Living recognized, downtown area. You’ll love my place because of the back yard, the comfy bed, and the coziness. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets).

Jul 10 – 17

ﺩ.ﺇ438 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

Monticello fishing vacation rentals

Guest favorite

Cottage in Tallahassee

4.95 out of 5 average rating, 121 reviews

Twisted Pine Lake Cottage, secluded & near town

Aug 15 – 22

ﺩ.ﺇ805 per night

Guest favorite

Treehouse in Tallahassee

4.95 out of 5 average rating, 611 reviews

Romantic Treehouse + Pool Oasis

May 12 – 17

ﺩ.ﺇ404 per night

Guest favorite

Camper/RV in Panacea

4.92 out of 5 average rating, 197 reviews

On The Fly I

Aug 29 – Sep 5

ﺩ.ﺇ500 per night

Guest favorite

Houseboat in Bainbridge

4.87 out of 5 average rating, 149 reviews

"The Boathouse" on Flint River @ Bainbridge Marina

Sep 29 – Oct 6

ﺩ.ﺇ693 per night

Guest favorite

Apartment in Monticello

4.95 out of 5 average rating, 19 reviews

Private 2 Bedroom Cabana

Jun 7 – 14

ﺩ.ﺇ348 per night

Guest favorite

Tiny home in Tallahassee

5.0 out of 5 average rating, 38 reviews

Cozy Country Cottage - Waterfront!

Dec 19 – 26

ﺩ.ﺇ344 per night

Guest favorite

Cottage in Thomasville

5.0 out of 5 average rating, 8 reviews

Lakefront 2 Bedroom Cottage with Indoor Fireplace

Aug 16 – 23

ﺩ.ﺇ537 per night

Superhost

Ranch in Tallahassee

4.62 out of 5 average rating, 13 reviews

The Governors Cabin

Jan 14 – 21

ﺩ.ﺇ628 per night

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Monticello house rentals

Guest favorite

Home in Norman Park

4.96 out of 5 average rating, 132 reviews

3 Bedroom Home Pool & Hot Tub

Aug 21 – 28

ﺩ.ﺇ551 per night

Guest favorite

Home in Thomasville

4.99 out of 5 average rating, 193 reviews

Executive Suite on Park Ave.

Jan 12 – 19

ﺩ.ﺇ485 per night

Guest favorite

Home in Tallahassee

4.98 out of 5 average rating, 187 reviews

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

Jun 22 – 29

ﺩ.ﺇ430 per night

Guest favorite

Home in Thomasville

4.98 out of 5 average rating, 181 reviews

THE QUAIL COTTAGE (Downtown Thomasville)

Sep 4 – 11

ﺩ.ﺇ611 per night

Guest favorite

Home in Thomasville

4.97 out of 5 average rating, 209 reviews

Cozy Cottage Home in Historic Thomasville

Feb 1 – 8

ﺩ.ﺇ412 per night

Guest favorite

Home in Tallahassee

4.94 out of 5 average rating, 617 reviews

Eclectic Midtown home by Whole Foods near I-10

Jul 10 – 17

ﺩ.ﺇ486 per night

Guest favorite

Home in Tallahassee

4.87 out of 5 average rating, 398 reviews

Mi Casa Su Casa

Jun 5 – 12

ﺩ.ﺇ521 per night

Guest favorite

Home in Tallahassee

4.99 out of 5 average rating, 150 reviews

BEST location Quiet Cottage dog friendly

Feb 19 – 26

ﺩ.ﺇ416 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

Mar 22 – 29

ﺩ.ﺇ652 per night

Guest favorite

Home in Donalsonville

4.98 out of 5 average rating, 129 reviews

The R & R Lake House on Lake Seminole

Aug 18 – 25

ﺩ.ﺇ548 per night

Superhost

Home in Tallahassee

4.82 out of 5 average rating, 275 reviews

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

Jun 24 – Jul 1

ﺩ.ﺇ420 per night

Guest favorite

Home in Donalsonville

4.89 out of 5 average rating, 97 reviews

Vacation Home, Families, Sportsmen, Travelers

Nov 27 – Dec 4

ﺩ.ﺇ467 per night

Guest favorite

Home in Donalsonville

5.0 out of 5 average rating, 123 reviews

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Sep 2 – 9

ﺩ.ﺇ423 per night

Guest favorite

Home in Donalsonville

4.94 out of 5 average rating, 152 reviews

Big home Outdoor Kitchen & HotTub on Lake Seminole

Jul 23 – 30

ﺩ.ﺇ858 per night

Superhost

Home in Crawfordville

4.82 out of 5 average rating, 38 reviews

Relax and Play in Dreamy Lake Ellen Getaway

Sep 11 – 18

ﺩ.ﺇ367 per night

Guest favorite

Home in Thomasville

4.9 out of 5 average rating, 29 reviews

Cottage In The Woods

Feb 12 – 19

ﺩ.ﺇ640 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 bed and breakfast rentals in Monticello?
Experience the best of Monticello with our bed and breakfast rentals, starting at about $100 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

Monticello fishing vacation rentals

Cottage in Tallahassee

Treehouse in Tallahassee

Camper/RV in Panacea

Houseboat in Bainbridge

Apartment in Monticello

Tiny home in Tallahassee

Cottage in Thomasville

Ranch in Tallahassee

Monticello house rentals

Home in Norman Park

Home in Thomasville

Home in Tallahassee

Home in Thomasville

Home in Thomasville

Home in Tallahassee

Home in Tallahassee

Home in Tallahassee

Monticello fishing house rentals

Home in Thomasville

Home in Donalsonville

Home in Tallahassee

Home in Donalsonville

Home in Donalsonville

Home in Donalsonville

Home in Crawfordville

Home in Thomasville

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 bed and breakfast rentals in Monticello?

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