Guesthouse holiday rentals in Leon County

Private Midtown Guest Suite!

Newly updated guest suite in the heart of Midtown! Open concept suite with one queen bed and a twin-sized sleeper sofa. Modern bathroom & kitchen with everything you'll need for cooking in. Easy walk to great restaurants, bars & Lafayette Park. 5-8 minute drive to FSU, Doak Campbell Stadium, Donald Tucker Civic Center, Capital Bldg., Tallahassee Memorial Hospital & 3 grocery stores. Quiet neighborhood with off street parking. Guest house is attached to owner's main home, with separate entrance.

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.

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.

Rose Manor Flat

Relax in our conveniently located private suite! With modern amenities and a cozy atmosphere, you’ll feel right at home. Whether you're here for business or pleasure, you'll enjoy easy access to a variety of restaurants, shops, and attractions. Unwind in a space designed for comfort and tranquility. We’re less than 15 minutes from the Florida State Capitol, Florida State University, and Tallahassee State College, yet secluded enough to offer a peaceful retreat from the hustle and bustle.

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.

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.

Cottage at Lakeshore

Welcome to our 800sq ft cozy cottage it’s perfect for couples, families, or solo travelers. Our cottage is warm and inviting with a comfortable living area and fireplace, spacious bedroom and offers a bunk room with two twin XL beds. - Free Wi-Fi - Smart TV - Washer and dryer - Electric fireplace 4.9 miles to FSU campus 5.1 miles to FAMU campus. This cottage does share the property with the main house which is also available for rent and sleeps 10 people.

Historic Briarcliffe Cottage

Experience historic charm and modern comfort in this beautifully restored two-bedroom stone cottage, built in 1939 by a Scottish architect using limestone from nearby Wakulla. Listed on the local historic registry, it features hardwood floors, original art, cozy furnishings, and thoughtful amenities. Nestled in Tallahassee’s Old Town—just one mile from the Capitol and 1.5 miles from FSU—this serene retreat offers character, convenience, and comfort.

Lovely guesthouse with grand piano/near I10

The Little Green Guest House is ideal for business travelers, legislators, university parents, or sports fans. 1BR/1BA with full kitchen offers total privacy and all the comforts of home. Located in a quiet neighborhood in NE Tallahassee on the grounds of a beautifully maintained 1920’s home, the Little Green Guest House is 15 minutes from the universities and the capitol building, very convenient to retail and dining, and minutes to I10.

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!

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.

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.