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Peace, quiet & nature at the Dream House

Min. 2 nt. stay at very large property. 3 mi. from the Wacissa, a freshwater spring of first magnitude, canoe & swim. Our quirky Dream House is est. 550 sq. ft. Want perfect & sterile? That's not us! :) Live Oaks\Spanish Moss. One mile on a slightly bumpy, rutted, private dirt road. One behaved dog OK, cleaning charge for doggie extra. Lake but water naturally drained winter 2023. Owls, heron, quail, deer at dusk and dawn; turkey. Plenty of hiking. See the stars. Find peace, no humans but you!

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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.

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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

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Sunset Blue House - Secluded Pool Home on 4+ acres

Located on the outskirts of Monticello Florida, this home boasts over 2800 ft including an in-ground pool. With plenty of space for outdoor and indoor activities; this property is equipped with basketball and volleyball areas, fitness/gaming area, and office. This 3 bedroom/3 bathroom sits on 4.31 acres so, there is plenty of room to spread out or come together. Just in time for this year's football season; FSU, FAMU, and TCC are less than 25 mins away. Book now as it won't not last long!

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Entire Brand New house in historic Monticello Fl

Brand new home in brand new neighborhood in historic Monticello! Fast and reliable wifi. Large master suite with private bath. Fully stocked kitchen with seating for 9. 58 in Smart TV and over 300 bluerays and DVDs. The outdoor screened in patio is a perfect spot to read a book. Very peaceful place to relax! A beautiful 25 mile drive to Tallahassee. Great place to walk and ride bikes. Wacissa Springs is 19 miles and is a great place to enjoy time on a kayak. 23 miles to Thomasville.

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Two Beard Farm

We have a lodge that can accommodate up to 6 guests and has two bathrooms. And our bunkhouse can hold up to 6 people on each side with their own separate bathrooms. The two buildings are about 100 feet apart. The lodge has a huge dining hall and a large kitchen. Our farm has hundreds of antiques, inside and outside! We are a working farm so you will encounter tractors, farm animals, and wildlife. Two beard farm is a great place to visit if you love the outdoors! We don’t have WiFi!

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Lagniappe, Get a little extra!

Our property is conveniently situated within walking distance of the local grocery store and other charming shops. You'll have everything you need at your fingertips. During your stay, take advantage of the washer and dryer, making laundry a breeze. Come and experience the rich history and warmth of Monticello from the comfort of our delightful Airbnb. We can't wait to host you and ensure a memorable stay. Book now and start counting down the days to your unforgettable getaway!

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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 choice of either the full-size sleeper sofa or comfy twin mattress bed . Enjoy relaxing and watch the river flow by from the swivel rocker recliner. Newly installed AC/Heating unit. Wall mounted swivel TV for easy viewing 200 channel Dish TV. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens & basic cooking condiments.

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The Knotted Oak Cottage- Fenced & Dog Friendly

Enjoy this cozy “dog friendly” 2 BR cottage on a quiet residential street in the heart of Monticello’s historic district. This cottage is an easy walk to downtown and is ideal for couples or friends for a relaxed getaway. Well-behaved potty trained dogs ( max 2) are welcome! The cottage has a fenced in yard and is located on a perfect street for dog walking. The cottage front porch is the perfect place to unwind with a cocktail before walking to dinner. On Instagram too!

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Fern Hollow Acres A peaceful retreat in the woods

Three bedroom lodge style house nestled in the woods in a retreat setting. Forget your worries in this spacious and serene space. Lovely grounds to walk around , enjoying deer, rabbits, owls and the occasional fox Butterfly, bees and bird sanctuary. Just 30 minutes to FSU/FAMU and the Florida Capitol. Twenty minutes to historic Monticello, Fl A short drive to the headwaters of the Wacissa River county park.with kayak and canoe rentals.

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The Senator Cabin

Historic 19th century cabin updated with all the modern conveniences situated on the 210 acre Jubilee Blueberry Orchards property. Founded by Florida Legend Lawton Chiles, US Senator and Governor. Simply one-of-a-kind with fabulous floors, woodwork, claw tub and handcrafted shower. Breathtaking views all around and the only sounds are wind whispering through long leaf pines and live oaks. Plate glass window overlooking beautiful lake.

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Bogetti Family Farm

Relax with the whole family at this peaceful farm. Enjoy a rest on the front porch or go for a hike around and explore the trails. Schedule an in house massage. Say hello to the friendly goats. Enjoy a day trip to the Gulf or one of the many blue springs of North Florida. 23 miles to Keaton beach, 5 miles to Walmart/Winn-Dixie, and 4 miles to shopping in historic downtown Perry. Plenty of room to park your boat

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Smiling farms retreat

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Charming cottage located on a historic street.

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2 Bedroom/2 Bath Cottage close to Tallahassee

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Lovely 2-bedroom condo with pool and river access

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Carriage House 1897

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Country Pool House-Perfect for families, private

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Quiet country cottage.

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The Monticello Getaway

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