Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

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

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Guest favourite

Cabin in Pavo

4.97 out of 5 average rating, 238 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

3–10 Feb

€ 208 per night

Guest favourite

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.

30 Jan – 6 Feb

€ 282 per night

Guest favourite

Guest house 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.

18–25 May

€ 110 per night

Guest favourite

Flat in Monticello

4.95 out of 5 average rating, 19 reviews

Private 2 Bedroom Cabana

Extra Spacey, Cozy and fully furnished second story 2 Bedroom Private home all to yourself. Spacious and light with an enclosed screened front porch Overlooking the beautiful pasture fruit trees and rolling hills of North Florida. . Private parking and entrance. All amenities to make your stay quiet and pleasant. We are 4 1/2 miles east of the town of Monticello and just a few minutes from kayaking and canoeing on the Wacissa River. 35 minutes to Tallahassee and 20min to Thomasville , GA

25 Nov – 2 Dec

€ 110 per night

Guest favourite

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.

30 Sep – 7 Oct

€ 115 per night

Guest favourite

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!

18–25 Sep

€ 188 per night

Guest favourite

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.

16–23 Oct

€ 73 per night

Guest favourite

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.

19–26 Dec

€ 118 per night

Guest favourite

Flat 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.

5–12 Dec

€ 120 per night

Guest favourite

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

10–17 Oct

€ 122 per night

Guest favourite

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.

14–21 Dec

€ 666 per night

Guest favourite

Guest house 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.

8–15 Nov

€ 148 per night