Vacation rentals with a fire pit in Jefferson County

The Longleaf Cabin

Our newest and most modern cabin featuring 3 large bedrooms, sleeping 7 guests with full kitchen and dishwasher, large screened porch with gorgeous forest views and all the comforts of a smart TV, AC, High speed internet and elegant furnishings. Outside the door is a firepit that will tell you many stories and a grill overlooking the lake that features the sunset viewing dock. The Longleaf has premium furnishings and is completely stocked with every necessity for your kitchen, bedroom and bath.

Charming 2 Bedroom 2 Bath , Private Cabana

Escape to our cozy, fully furnished 2-bedroom home with queen beds—yours to enjoy in complete privacy! Unwind on the screened porch with stunning views of North Florida’s pastures and rolling hills. Enjoy peace and comfort with private parking and entrance. Fully equipped for your stay, it's the perfect blend of relaxation and adventure. Just 9 miles east of Monticello and close to outdoor fun like hiking, kayaking, and more! Enjoy our lake views , it’s the perfect spot to unwind and recharge!

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.

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.

River Front Cottage Aucilla River, Taylor County

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 (2)comfy twin mattress beds . 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. Wi-Fi. The cottage is fully furnished, mini frig, microwave, toaster, coffee pot, dishware, bed and bath linens & basic cooking condiments.

Sunset Blue House - Secluded Pool Home on 4+ acres

Located just on the outskirts of Monticello Florida, this home boasts over 2800 square ft including an in-ground pool. With plenty of outdoor space for extracurricular activities; this property is equipped with basketball, volleyball, a fitness/gaming room and an office. This 3 bedroom/4 bathroom home 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 TSC are approximately 30 minutes away. Book now!

Fish Hut 1

Bring the whole family to this great place with lots of room for fun. Located just 1.5 miles from the Spring Warrior boat ramp and 1/2 mile from the wildlife management area where you can ride ATV’s or vehicles and enjoy the wildlife. The house is nestled on 2 acres and has 3 bedrooms & 2 baths with a living room and a Florida room to relax and enjoy. The home has a full gym, arcade games, outdoor games,and board games for your entertainment. Or enjoy the fire pit and grilling outside.

Yates Creek Fish Camp

A great place to rest and relax after long days on the water. This 2 bed/2 bath offers plenty of boat parking, wifi w/Roku TV in all rooms, fish cleaning station, screened in porch, full kitchen, grill and pull out couch. Great affordable option for a weekend trip or a whole weeks vacation at Keaton Beach. Located 1.1 miles from Krazy Keaton (previously Walter Bs) store, 3.6 miles from Nowhere Grill, 5.5 miles from Keaton Beach Public Boat Ramp and 6.3 miles from the beach.

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!

Charming Perry Home ~ 2 Mi to the Gulf!

Rest and relax in this sweet, secluded vacation rental just minutes away from the Gulf of Mexico! This 4-bedroom, 2-bathroom home is the perfect space to host your next vacation. If adventure is calling, this house puts you close to not only the ocean, but trails, museums, downtown, and more. Here you can take some time out in the boat, catch your dinner, utilize the cleaning station, grill out in the backyard, and enjoy a beverage from the tropical bar.

Reel Retreat

Escape to this charming studio tiny home with 1 bathroom, perfectly tucked away on private land — your ideal retreat for peace, quiet, and coastal adventure. Whether you're looking to unwind in nature or dive into local fun, this spot has it all. Spend your days soaking up the sun at Keaton Beach, getting muddy at Iron Horse, launching your boat to explore the Gulf, or discovering natural springs and historical sites - all within an hour's drive.

Spring Warrior Pines

Plenty of land for boats and vehicles. Use the cleaning station for all your hunting and fishing trips. A fire pit to enjoy the night air. Swings for the kids & for the adult kids is corn hole, checkers & horseshoe games. Furry friends are welcome and have their own suite, if needed. (fee is $30 per pet)The perimeter is fenced. We have a Baby crib and Highchair for our littlest friends. Gas and charcoal grill is available, bring the charcoal!