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Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

King bed-Office-Pet-Fenced Yard-Fast WiFi

Welcome to our charming Bo-ho retreat! This 3-bed, 2-bath dog-friendly house is a Bo-ho lover's dream. Step into a world of relaxation as you immerse yourself in the carefully curated Bohemian Decor. Unwind in the cozy living room or whip up a delicious meal in the fully equipped kitchen. The bedrooms are comfortable and tranquil. Outside, the private and spacious fenced-in yard is perfect for your fur babies to roam freely. Come experience the harmony and beauty of this perfect Bo-ho getaway.

Coastal City Cabin: a Cute Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

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

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.

Shamrock Street Sanctuary for 7 - 3 Bed 2.5 Bath

Beautiful townhome in a well established, quiet, family neighborhood! This home offers a split floor plan with the main living areas (kitchen, dining, living room, and half bath) downstairs and 3 spacious bedrooms upstairs. The master features a king size bed and private bathroom. There are two additional bedrooms (one with a twin over full size bunkbed and one with a queen sized bed and traditional desk/workspace) that shares a hall bathroom with a stand up shower and double vanities!

Woodsy Loft near I-10

A short 2 mile drive from I-10 for those traveling you can unwind at this garage-loft with private entrance surrounded by trees with a backyard oasis. ✨ Step inside to a modern main room with canopy bed and well-equipped kitchen. Find your haven in comfy bedrooms and soak up the sunshine on the expansive deck☀️ Splash in the sparkling pool, have water gun fights in the yard and have dinner in the poolside pergola! Minutes from downtown, museums, and natural attractions.

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

King Bed- 10 Guests- Dogs-fenced yrd-deck

Spacious, stylish, and packed with comfort—your perfect NE Tallahassee escape! This 2,000 sq. ft. home features 5 comfy beds, a queen pull-out sofa, and Smart TVs in every room. The fully stocked open kitchen makes dining a breeze, while the fenced yard, deck, and fire pit create the perfect outdoor hangout (pets welcome!). Located in a peaceful neighborhood just minutes from top shopping and dining, plus a 2-car garage with remote for easy indoor parking.

Convenient Cottage | Midtown TLH

Welcome to our charming, cozy cottage in Tallahassee's Midtown, less than ten minutes from Doak Campbell Stadium, the Florida State Capitol, Cascades Park, and the city's best restaurants. This is the perfect two queen bedroom stay for game day, concerts, graduation, and more. Make yourself at home with WiFi, live YouTube TV, full kitchen with Keurig coffee maker, washer/dryer, back deck, and free off-street parking.

Little Coop Rustic FarmStay, Baby Goats are here!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting our youth and educational programs. Come and de-stress by snuggling our goats. These bundles of joy are guaranteed to make you smile! We are near Tallahassee but in a rural area, down a dirt road, but we promise the trip is worth it. Kayaking (byo) and calm hiking right off the property, plus beautiful sunsets on the lake.

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.