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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.

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!

Outdoorsman’s Landing

An outdoorsman’s paradise surrounded by hunting, fishing, scalloping, kayaking, horseback riding, ATV trails, and more. On site free range eggs, farm animals and gardening. Relax by a fire or lay in a hammock and listen to the wildlife that surrounds the land. Stay in and relax or take the day to discover our local restaurants and take part in our outdoor activities at our beautiful sportsman’s lodge. Hire a fishing captain for the day or pick from our list of activities to enjoy with others.

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!

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.

Endless Adventures at Micco Campground!

Bring your own tent, RV and toys! Camp Micco is a privately owned, 7 acre parcel with a .25 acre cleared area for a campsite and/or RV parking. The rest is a wooded area that has a seasonal stream that flows through the center of the property. Only 28 minutes from the center of Tallahassee which includes a tranquil drive on Canopy Rd. Tent is not included. Unpaved roads leading up to property. There is no house on this property.

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

Private 2 Bedroom Bungalow in Monticello FL

Relax. Take a breath of fresh air and enjoy this beautifully restored 1950's Florida Bungalow in the heart of Historic Monticello, FL! The charming Dogwood House is lovingly furnished to provide a wonderful stay for you and your well behaved/potty trained dogs. Located within walking distance to Monticello's fabulous downtown. Shop, eat, drink, & enjoy! Approximately 30 minutes to Tallahassee or Thomasville.