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.

Location · Accuracy · Air conditioning

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.

Family · Value · Outdoor spaces

Cozy Garage Studio | North of I-10, 25 Min to FSU

Private garage studio on a quiet dead-end street just north of I-10, about 25 minutes from FSU This is a small, basic space located in a room attached to the garage at the front of the property. Best suited for short stays for only 1 guest. Very small space. Includes a queen bed, small fridge, microwave, sink, and mini split for cooling. There’s a tv and SPOTTY wifi. Access is via a narrow driveway. Quiet, wooded area. Not a full apartment and not set up for long stays or full cooking.

Location · Sleep quality · Kitchen

Private Mother in Law Suite!

Forget your worries in this spacious and serene space. Come and relax in this large mother-in-law suite with private entrance, bathroom, enclosed porch, desk work area, patio, and yard. King size bed, large sofa, and air mattress easily accommodates 4 adults. It is a private neighborhood on Timberlane Road conveniently located close to restaurants, amenities, and I-10. Come and find some serenity and relaxation with style and comfort! 6.3 miles from FSU Stadium. Perfect for game day weekends

Family · Location · Comfort

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.

Value · Location · Comfort

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.

Value · Location · Long stay

Walk to Midtown | Studio w Parking | W&D | WiFi

Studio in the heart of Midtown Tallahassee! This is a private attached guest suite with its own separate entrance. Perfect for visiting your student at FSU or FAMU, attending a game or event, or just exploring Tallahassee! - Walk-in shower - In-unit washer & dryer - High-speed WiFi - Smart TV - Kitchenette - Private parking spot included Feel free to reach out before or during your stay with any questions. Happy to share local recommendations for food, coffee, and things to do!

Comfort · Decor · Cleanliness

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 bbq grill, fully equipped kitchen with dishwasher, washer/dryer, shared pool use, Starlink, sat TV. Beautiful NE location, 7 min to Target/Publix, 15 min to I-10, 30 min to FSU stadium, 20 min to Tom Brown park.

Value · Location · Condition

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.

Location · Value · Laundry

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.

Family · Location · Long stay

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.

Location · Value · Cleanliness

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.

Location · Value · Cleanliness