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Fielder's Choice - 1940s Brick Home Full of Fun

Have fun with the whole family in this stylish place conveniently located near Downtown, Chipola College, and the M.E.R.E (travel ball families-complex 4.5 miles). Fielder’s Choice, a 1940s brick home, is a perfect mix of new and old and packed with fun and games inside and outside! Jackson County’s ecotourism is thriving; 9 bodies of water for fishing, paddling, and tubing; adventure trails-walking and horseback; and Caverns. Explore new flavors in locally curated ice cream & craft beers. Pets!

The Greywood | A Blackhouse Property

Welcome to The Greywood; a Blackhouse property. At Blackhouse, we believe in the transformative power of rest. Through thoughtful design and carefully curated features, our homes invite you to relax, reset, and renew. Enjoy a Nespresso, unwind in our book nook or with our selection of vinyl records, and indulge in a spa-like shower with soothing eucalyptus and lavender. We hope you enjoy the space as much as we do, and look forward to welcoming you soon. May you find rest, - Blackhouse

Central 4/3 with 2 Masters, Bonus Space + 4 TVs.

Nicely decorated home in a quiet neighborhood near downtown, hospitals, universities and many restaurants. With 4 bedrooms (2 masters), 3 baths and a large dining table + bar that seats 14, this home is perfect for large groups and long stays. The space features comfortable beds, Four 50" Roku TVs, fast WiFi, and a nice fenced backyard with deck. The open kitchen is fully stocked. The extra living room w/ TV and bean bag sofas that convert to queen beds are a nice bonus. Garage parking too!

Magnolia Manor Estate with Heated Indoor Pool

Retreat to in-town country living with massive, picture perfect live oaks and abundant wildlife. Your family and friends will enter this home in awe of its unique qualities including the incorporation of the beautiful natural environment through expansive windows in every room and an indoor pool. This is a peaceful sanctuary for you and your family and friends to enjoy a wedding weekend, Tallahassee visit, FSU/FAMU gameday, reunion, and other activities. We have a generator.

Quiet-Clean-Cottage-Dogs Kitchen

Hi speed WiFi + Desk + Dogs welcome • Fully stocked kitchen • Smart TV's in every room • Nespresso + Keurig w/ pods • Safe, quiet Neighborhood in Old Town/Midtown. Join the locals for dog walking, jogging, or casual strolling while taking in the beautiful historic homes of Old town/Midtown! Situated along canopy tree lined streets. The atmosphere here is serene, welcoming, peaceful and quiet. Fully stocked spacious kitchen has everything for those who prefer to dine in.

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!

Pet Friendly Townhome, less than 1mile to FSU

Spacious, newly remodeled 2BR/1.5Bath Townhome within walking distance to FSU. King in Master bed/bath & amenities include fully equipped kitchen, Wifi, Smart TV’s in each room, a coffee/cocktail bar with wine cooler, a pet nook for your furry friend, and a new beautiful wooden patio deck in the private fenced backyard. Bring a friend/family as we have a sofa bed in the living room and outdoor dining and/or leisure area on the back patio.

1/2 Way Between Tallahassee & The Shore

Private entrance into your suite! Total privacy, there is a wall separating the guest space from the rest of the house. Super nice and modern hallway, room and bathroom for 2. Comp coffee, tea, creamer, bottled water and snacks. Microwave, mini fridge and coffee maker also provided. All stores and restaurants within 2 miles. 18 miles to FSU and minutes to Wakulla Springs, Cherokee Sink, Leon Sinks, St. Marks, rivers and beaches.

Cobbler’s Cottage Historic Downtown Bainbridge

Welcome to the Cobbler’s Cottage! Enjoy a retro yet completely modern experience at this centrally-located cottage full of historic charm. Plenty of private parking and room for a boat trailer, complete with exterior outlets and hose bibs for fishermen. Only 45 minutes from Tallahassee, Florida for FSU events! Enjoy the comforts of home and all the historic district has to offer!