Guesthouse vacation rentals in Leon County

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Top-rated guesthouse rentals in Leon County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A bright bedroom features a queen bed with white linens and a dark red throw blanket. Two windows allow natural light to fill the room, while a ceiling fan is positioned above. A decorative area rug lies on the wood floor, providing a cozy touch.

Guesthouse in Tallahassee

5 out of 5 average rating, 31 reviews

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.

Top guest favorite

The guest house is nestled in a lush green setting, featuring a large screened-in porch illuminated by soft outdoor lighting. The exterior displays a blend of dark wood and light accents, with a welcoming entrance door and surrounded by well-maintained garden space.

Guesthouse in Tallahassee

4.86 out of 5 average rating, 326 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.

Top guest favorite

A living area features a cozy layout with two armchairs and a sofa, complemented by a coffee table. A flat-screen TV sits above a gas fireplace, and large windows allow natural light to illuminate the space. Decorative items and artwork enhance the welcoming environment.

Guesthouse in Tallahassee

4.89 out of 5 average rating, 28 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.

Superhost

A bright private suite features a spacious bed covered with a patterned blanket. A large round mirror reflects natural light, and a desk with two chairs is placed against one wall. Art depicting a scenic canal is displayed above the bed, adding visual interest.

Guesthouse in Tallahassee

5 out of 5 average rating, 5 reviews

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.

Top guest favorite

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.

Guesthouse in Tallahassee

4.95 out of 5 average rating, 208 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.

Top guest favorite

The illuminated pool glows in shades of blue under the night sky, featuring a tanning shelf and an umbrella for shade. Surrounding the pool, soft landscape lighting highlights lush greenery, enhancing the tranquil outdoor space.

Guesthouse in Tallahassee

4.94 out of 5 average rating, 239 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.

Top guest favorite

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.

Guesthouse in Tallahassee

4.92 out of 5 average rating, 161 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.

Top guest favorite

The exterior of the Little Green Guest House showcases a charming green facade and classic architectural features. A covered carport is present on one side, surrounded by well-maintained landscaping and mature trees, contributing to a serene residential setting.

Guesthouse in Tallahassee

5 out of 5 average rating, 39 reviews

Lovely guesthouse with grand piano/near I10

The Little Green Guest House is ideal for business travelers, legislators, university parents, or sports fans. 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 I-10. The living room features a well-maintained and Kawai mahogany baby grand piano.

Guest favorite

A charming tiny house is softly illuminated at night, nestled along a gravel path. Lush potted plants frame the walkway, leading to a set of inviting stairs. Decorative lighting highlights the house's exterior, enhancing the welcoming atmosphere of the surrounding garden.

Guesthouse in Tallahassee

4.96 out of 5 average rating, 84 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!

Top guest favorite

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.

Guesthouse in Tallahassee

4.94 out of 5 average rating, 34 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.

Guest favorite

A light-colored loveseat, adorned with a decorative pillow that reads 'hello,' sits in a welcoming space. Above it hangs a vibrant floral painting, while a small, plush stool and a wooden table complete the cozy area, enhanced by a softly glowing overhead light.

Guesthouse in Havana

4.92 out of 5 average rating, 113 reviews

Cozy Tiny Country Cottage!

Small futon for 3rd person, queen bed. No pets. Enjoy this tiny guest house in the country near the famous Florida Antiques Shopping Trail! A suburb of Tallahassee, just 6 miles North of Lake Jackson, and just 16 miles from Doak Campbell Stadium. Also a relaxing & peaceful traveler’s rest stop - just 14 miles from Interstate 10 exit 199. Be sure to check out my local restaurant Guide Book!

Top guest favorite

A cozy room features a spacious bed dressed in crisp white linens. Soft lighting emanates from bedside lamps, illuminating the artwork on the walls. A small seating area includes an armchair and a table, with a kitchenette visible in the background.

Guesthouse in Tallahassee

4.96 out of 5 average rating, 46 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.