Holiday rentals with outdoor seating in Bradfordville

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.

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!

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.

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

Lovely east side home away from home.

Lovely townhome, completely renovated, close and convenient location to all amenities in Tallahassee. No stairs, with easy access. Private parking for 2 cars. As the owner of a commercial cleaning corporation, we have implemented all necessary measures to make sure the space is properly disinfected after each and every guest. Therefore, you can rest assured that we are doing everything possible to kill any flu or viruses that could be potentially transmitted.

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.

Historic Levy Park! 2 miles to FSU/Bragg/Capital

Welcome to historic Levy Park! We are excited to host you at this beautifully restored Italian inspired getaway. This vibrant neighborhood is one of Tallahassee's oldest and boasts a lovely mixture of old homes and local Tallahassee families. There are homes on our street over 100 years old, and families that have lived here for generations!

Beautiful Horse Farm

115 acre horse farm with lovely views. Guests will be staying in a camper with a large slide out directly in the middle of the farm. Camper has a queen sized bed, a pull out couch, and a dinette. Equipped with a gas stove/oven along with a microwave, & refrigerator/freezer. Prefer check-in before sunset if possible.