Pet-friendly holiday rentals in Monticello

Cottage 308-Walk to Downtown-Historical-King Bed

Welcome to Cottage 308! This adorable 1863 historical home is loaded with charm! Come enjoy its' towering tall ceilings, arched doorways, and quaint spaces for your perfect get away! Located in peaceful, Victoria Place and within walking distance of the brick streets of downtown Thomasville. This one bedroom, one bath home hosts a king bed, lovely walk in shower, fully furnished kitchen, laundry room and coffee bar! All the charm of this home awaits you to make your stay one of a kind! Welcome!

Apartment on Jefferson

This one bedroom apartment is located in the back of an early 1900's house. Private entrance, hardwood floors, high ceilings, large kitchen and living space, full bathroom, bedroom with walk in closet. WiFi, Washer/Dryer, and dishwasher. This property is perfect for travel professionals. 30 min. to SGMC, and 30 min. to Archibold in Thomasville, 5 min. or less from Brooks Co. hospital and Presbyterian nursing home. The pet fee is 50.00 and listed under additional charges on the booking page.

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Eclectic Midtown home by Whole Foods near I-10

An eclectic home away from home. Diverse ideas and style from a broad range of sources and millennia. If you thrive on creativity, diversity and a bit of thought provoking conversation , you may love this house. This is not the Holiday Inn. Expect the unexpected. Located in a quiet neighborhood and the middle of town. The house has been remodeled and I am working on a carport with a solar panel roof. There is some construction happening outside though not while guests are present.

The Cottage on Park Ave.

The Cottage is a detached , private building. The COTTAGE has a high-end, very comfortable queen size bed , high-end linens, and feather pillows. Also a medium sized TV in the sleeping area, on the wall for separate viewing. The Cottage has a new state of the art smart A/C and heating system , with full heating and cooling. It has granite counter top kitchenette. There is a full bathroom. The living room has a 32 inch flatscreen TV and a couch that can double for a BED.

Private Garden Retreat, King Bed, TMH, Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious, mural wall patio with a fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well-stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner in the kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

1/2 Way Between Tallahassee & The Shore

Private entrance into your suite! A ten foot wall was added to separate the suite from the rest of the house to give guests privacy. Super nice and modern hallway, room and bathroom for 2. Microwave, mini fridge and coffee maker are provided along with coffee, tea, creamer, bottled water and snacks. Stores and restaurants within 2 miles. 18 miles to FSU and a short drive to Wakulla Springs, Cherokee Sink, Leon Sinks, St. Marks, rivers and beaches.

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.

Artful & Roomy 1/1 • Big Fenced Yard • Pets OK!

Discover the perfect mix of comfort and convenience in this artistic 1-bedroom, 1-bathroom townhouse. Close to universities, parks, and shopping, it offers a cozy queen bed and a spacious enclosed backyard for furry friends. Just a 13-minute drive to FSU campus. Guests will love the distinctive decor, original art, high-speed internet, and exterior security cameras for added safety. Ideal for short through medium-term stays.

King Bed-Pets -Quiet-Huge fence Yrd

Unwind in this spacious, equestrian-themed retreat in a peaceful upscale country setting! Set on a large fenced lot, this dog-friendly home offers comfy new beds, Roku TVs in every bedroom, and all the amenities you’d expect. Enjoy shuffleboard, gather outdoors, or relax with easy access thanks to the 2-car garage with remote. Plenty of room to roam and recharge—perfect for a serene getaway just outside the city buzz.

Spacious home - all bedrooms have a private bath

Spacious home with room for the whole family! Peace and serenity await in this tranquil property that sits on over 1 acre in the charming town of Thomasville. Each of the three bedrooms has its own private bath. This fully equipped and professionally decorated home is ready for a relaxing and comfortable getaway.