Vacation rentals in Marianna

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!

Family · Value · Hot tub

A Taste of Farm Life

Have fun with the whole family at this stylish place. Our two-bedroom two bath home located in the country, surrounded by farm fields, barns and cow pasture. Great for vacations! Just an hour from the World's most beautiful beaches, 6 miles south of Graceville, FL, and 7 miles north of Chipley, Fl. There are two queen beds, and a pack-n-play. There is a highchair, children's table and chairs, dining table, bar, bar stools, couch, and loveseat. Washer and dryer provided. No pets or smoking.

Value · Family · Access

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, Starz, Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, & a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets & no smoking allowed. Home is sanitized between guests.

Family · Value · Indoor spaces

Merritt's Mill Pond Hideaway

Escape to our peaceful Merritt's Mill Pond Hideaway! Nestled on 2.5 private acres with 300ft of gorgeous waterfront, this rural retreat offers a balance of nature and comfort. Swim, kayak, or snorkel from your dock. Watch wildlife from deer to eagles, then marvel at starry skies so clear you'll spot the Milky Way. Just minutes from Florida Caverns State Park and a short drive to Jackson Blue Springs. A true North Florida gem where family meals and nature's soundtrack create memories that last.

Value · Location · Grill

The Tiny House of Healing - Rustic Rural Edition

Let the honeybees restore what the locusts have taken! Peaceful ranch-style cottage with loft, full kitchen and bath. King bed on main level with WHITE bedding, queen in loft & recliner. Enjoy a swingset, tree swing, board games, and walking trail. Bring the kids and enjoy the outdoors! Between many springs 🐟 and caverns 🪨 Crisp well water straight from the tap believed to be the same water that flows into the springs! Come rest & recharge 🐎 horses 🦮 dogs & 🐈 cats welcome!

Value · Location · Decor

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

Value · Family · Beach

Mimi's Cottage Cozy, relaxing, King bed, snacks!

Conveniently located 6 minutes off I-10. Tournament goers, this home is a short 15-minute drive. Away from it all, yet close enough to Marianna to grab a bite or make it for early games. Visiting to take in all Jackson County has to offer? We are 8 minutes from your boat being launched in Lake Seminole or 10 minutes from the Apalachicola River. *45 min. to Dothan, AL *1 hr. to Tallahassee *1hr 15min. from the World's Most Beautiful Beaches We'd love to host your family!

Location · Family · Check-in

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Location · Family · Outdoor spaces

Chipola Woods quiet & cozy near Caverns, Bear Paw

No cleaning fees! Our one & only peaceful, quiet golf cart friendly location conveniently between I-10/US90 yet the Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, & airports within 1 hour. Modern cottage on a private 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video.

Location · Value · Parks

Cabin close to FL Springs Pool, WI-FI & Hot Tub

Handcrafted, owner-built cabin in a peaceful rural setting near Marianna, Cottondale, and Chipley. Ideal for guests who enjoy nature-forward stays rather than hotel-style luxury. Relax in the stock tank pool, gather around the outdoor fire area, and explore the local springs and Florida Caverns State Park just 14 minutes away. Located near Hwy 90, guests may occasionally hear light road noise consistent with a rural highway setting.

Location · Family · Heating

Satterfield Boat House

Placid waterfront retreat with large dock. Great for observing wildlife and enjoying the peaceful outdoors, away from the hustle and bustle of urban and suburban areas. A wonderful location for fishing in the spring and summer, duck hunting in winter, and boating year-round. Enjoy the temperate weather in the fall and spring. Nearby spots to visit include local lakeside restaurants and wildlife parks.

Location · Value · View

Charming In-Town Bungalow

Unique and stylish home located in a historic Marianna neighborhood. Overflowing with sidewalks, the urban setting is walkable to many city amenities and businesses. Quiet, quaint, and quality! This home is thoughtfully restored to preserve character while adding modern comforts. Spacious and functional! Whether your travel is for business or pleasure, your stay will be cozy and clean.

Family · Location · Comfort