Guesthouse vacation rentals in Leon County

A decorative archway covered in lush greenery frames a wrought iron gate. The pathway leads toward a clear view of a tranquil pool beyond the gate. The surrounding landscaping features manicured hedges and palm trees, adding to the serene ambiance of the outdoor space.

4.86 out of 5 average rating, 306 reviews

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.

A charming cottage exterior is highlighted by a front porch, featuring white railings and steps leading to the entrance. Lush greenery surrounds the home, and a small tree with orange fruit stands in the yard, enhancing the peaceful landscape.

4.88 out of 5 average rating, 24 reviews

Guest Cottage with Charm!

Take a break and unwind at this peaceful cottage where you can watch the deer in the morning while enjoying your coffee on the screened in porch. One queen bed, two twin beds, and a pull-out sofa bed for up to 5 guests. One full bath, one half bath, and washer/dryer. Gas grill available for grilling out and fully equipped kitchen with dishwasher. Satellite TV and Wi-Fi available. Beautiful NE location, 7 min to Target/Publix, 15 min to I-10, 30 min to FSU stadium, 20 min to Tom Brown park.

The front of the stone cottage is framed by greenery and flowers. A bright blue door leads to the inviting entrance. A small outdoor seating area with a bistro table and chairs adds to the charm, while a butterfly is visible on a leafy branch nearby.

4.94 out of 5 average rating, 199 reviews

Historic Briarcliffe Cottage

This quaint two-bedroom stone cottage has all the comforts of home. It was built by a Scottish architect in 1939 with limestone quarried nearby in Wakulla. Full of historic charm; it is listed on the local historic registry & has been lovingly restored and furnished for use as a guest house. Beautiful hardwood floors, original artwork, and modern touches for guest comfort. Close to downtown, approximately 1 mile from the capital building and 1.5 miles from FSU in historic Old Town.

A charming guest house is visible from a landscaped backyard, featuring a well-maintained lawn. Mature trees provide shade, and a patio area with an umbrella enhances the outdoor space. A mix of plants, including a large agave, adds visual interest.

4.94 out of 5 average rating, 229 reviews

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.

A charming exterior of the house is surrounded by lush greenery, including tall plants and shrubs. Softly glowing string lights illuminate the area, adding a warm ambiance to the outdoor space. A stone path leads to the entrance, with a glimpse of a cozy seating area visible.

4.97 out of 5 average rating, 69 reviews

Room to spread out; central Tallahassee location

Central location inside Capital Circle. 2/1 with plenty of space for up to four guests. Kitchenette with mini fridge, microwave, toaster, Keurig (no cooktop or oven), and electric kettle. Hardwood floors with tiled bath. Two comfy bedrooms. Private entrance with keyless entry; owners section locked off with door at end of hallway. Shared backyard with shaded patio, gas grill, and pool. Wifi and Fire TV with YouTubeTV. Perfect for college visits and football weekends!

A private pool area is surrounded by lush greenery and features a wooden pergola in the background. Two pink adirondack chairs face the water, creating a serene space for relaxation. The water's surface reflects the natural light, enhancing the serene ambiance.

4.9 out of 5 average rating, 122 reviews

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.

4.91 out of 5 average rating, 57 reviews

The Barn

Country setting just outside the city limits, but yet only 15 minutes to the nearest Publix and about 20 minute to down town Tallahassee. Located on a private dirt road. Very quiet and quaint neighborhood. Please know that after the departure of the previous guest, we not only clean the bedspreads, linens, light switches, and all other surfaces, but we also use an UV light similar to the one used at the Mayo clinic for disinfecting and killing bacteria.

A cozy outdoor seating area is illuminated by soft string lights. Colorful Adirondack chairs surround a fire pit, while a wooden picnic table offers additional seating. The gravel ground is bordered by a wooden fence, providing privacy and a peaceful ambiance.

4.99 out of 5 average rating, 72 reviews

Adorable Tiny House in Midtown Tallahassee

Chez Kat is a Tiny House in charming and popular Midtown Tallahassee. Walking distance to restaurants, Tallahassee Memorial Hospital, schools, and an easy drive to the Capitol, business district and FSU and FAMU. Separate street access and off-street parking, full bathroom, washer/dryer, main floor comfortable trundle bed and sleeping loft for one (one small person, that is). Quiet neighborhood, privacy, and location, location, location!

A modern structure with a large glass garage door faces a neatly paved driveway. A smaller door is located to the right of the garage door. Lush greenery surrounds the property, providing a serene outdoor atmosphere.

4.94 out of 5 average rating, 31 reviews

Elegantly Simple 1 Bed Studio

Unique 1 BR studio for a couple looking to visit Tallahassee or their kids at FSU or attend a football game! Also for the professional traveling into town for work. Great location 6 minutes off interstate and near downtown and FSU. Guesthouse is away from main house so you can come and go as you please. Private back porch where guest can unwind in peace and quiet. Efficient, quiet and private, I welcome you to be my guest.

Superhost

A keypad lock is mounted on a green wall near the entrance, featuring numerical buttons and a keyhole below. The surrounding area is painted in vibrant colors, contributing to the welcoming entrance.

4.9 out of 5 average rating, 31 reviews

Rainbow Room

This unique, secluded, self-catering, stand-alone studio for two is in a quiet rural area, located just outside the city with easy access to all local points of interest and not far from the highway. Kitchnette includes toaster oven, microwave, coffee maker, hot plate, mini fridge/freezer, cookware, china and utensils. Excellent for a weekend getaway or extended stay in Tallahassee. Note the property is smoke free.

The exterior view features a spacious pool area bordered by stone pavers. Several lounge chairs are positioned near the water, with blue planters enhancing the green foliage. Large glass doors provide a welcoming entry to the suite, reflecting natural light under a clear sky.

4.94 out of 5 average rating, 36 reviews

Private Pool Suite!

Located in the heart of Betton Hills, one of Tallahassee’s most established and convenient locations (2.5 miles from FSU, Downtown and FAMU and only 0.5 miles from TMH) this private pool suite is a single bedroom efficiency with private entrance (the pool house is located in front of the main residence.) There is a microwave and Nespresso coffee machine. Dedicated parking space.