Holiday rentals 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.

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown and FSU are 20 min away depending on traffic.

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.

Cozy, renovated Killearn home on a private road

Welcome to the Lilly House! This cozy, recently remodeled home features 4 comfy beds, ultra-fast wifi, and plenty of room to relax. It’s perfectly located on a quiet, dead-end street in Killearn Estates with nice neighbors. About 8 min from Maclay Gardens, 15 min from downtown, 20 min from Doak Campbell Stadium. House comes equipped with 3 Smart UHD Roku TVs and ultra-fast wifi. Newly painted, new light fixtures, new furniture and new bedding. Fully equipped with everything you’ll need.

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!

Bright, Modern Studio near Downtown & Universities

Enjoy your stay in our cozy, modern studio at a quiet, centrally-located neighborhood. The property is tastefully decorated with colorful patterns and modern accents. You will feel right at home. Downtown and universities are just about a 10-minute drive, and there are vast variety of stores and restaurants on Parkway less than 5 minutes away. One of our favorite cafes, The Bada Bean, serves excellent breakfast and brunch and is just a few blocks down the street (walking distance).

Tally Escape in Desirable Area

Kick back and relax in this calm, stylish space. Our cozy condo is located in the highly desirable north Tallahassee community known as Killearn Estates. Guests will enjoy a quiet community lake, many paved walking paths, nearby golf and shopping. Plus, we are just a short, easy drive from the hustle and bustle of downtown and FSU making this the perfect Tally Escape! Our condo features spacious two bedrooms, two full baths and a luxurious back deck to enjoy under the towering oaks.

The Carriage House

Our lovely French inspired guest house features an open floor plan, 12-foot ceilings with real wood beams, a fully equipped kitchen and large brick patio overlooking a spacious backyard with shared pool. The two bedrooms are connected by a jack and jill bathroom featuring a tub/shower combination. the second bathroom, located just down the hall, has a standup shower. For additional guests, there are more sleeping arrangements in the family room on a single bed pullout love seat.

Newly renovated studio w/ private entrance & bath

Newly renovated private studio with private entrance. We are located at NE Tallahassee, a laidback and safer area of the town. Very quiet and 100% privacy. Within minutes to grocery stores , fine dinner and fast food, gyms etc . I have a ninja grill/bake/broil/stir fries/air crisps/all in one, a coffee maker, a microwave, a portable stove. You will enjoy the rural quiet also the city convenient at the same time while you stay here. Within 5 miles to I10.

Birdie's Modern Pool House Paradise

Enjoy your stay in this cozy, newly remodeled (2020) studio! This studio is centrally located and is short drive from downtown and the universities. FREE wifi and parking are included. Quaint and nice pool house in a nice and quiet golf course community. The property is tastefully decorated with colorful modern designs with a touch of traditional accents. You’ll find a great variety of restaurants, cafes, and shops nearby.

Cottage in the Woods

Newly listed in August 2025! Enjoy a private getaway in our 1,100 sq. ft. guest house, tucked at the back of a 3.5-acre wooded lot with your own driveway and entrance. Just minutes from Maclay Gardens, Lake Overstreet Trail, and Elinor Klapp-Phipps Park, it’s perfect for outdoor lovers who also want a peaceful place to unwind after a day at the Capitol or a big game at FSU. The house can accommodate up to two guests.

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.