Holiday rentals with a fireplace in Thomasville

The Nene Nest

Cozy & comfortable, Nene Nest is located in a quaint neighborhood right in Downtown Tallahassee. Tucked away from the hustle & bustle of city life, this home is the perfect, peaceful getaway with quick access to Tallahassee's finest restaurants, shopping, and of course, the Florida State Seminoles! One mile from Cascades Park, and under 3 miles from Doak Campbell Stadium, this residence is where you want to be. Large bedrooms with an oversized back yard, perfect for family, friends, and dogs!

Coastal City Cabin: a Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

Rosemary Retreat: 3BR Home, Screened Pool & Grill

Welcome to Rosemary Retreat, your cozy haven in sunny Tallahassee! This pet-friendly 3BR/2BA home offers a crackling fireplace, a serene private pool, and a fully equipped kitchen. Perfect for long stays, enjoy ultra-fast WiFi, two workstations, and outdoor dining for 7 with a grill. Nestled in a quiet, safe neighborhood, it's close to parks, dining, and attractions. Whether escaping the snow or seeking a peaceful getaway, Rosemary Retreat combines comfort, convenience, and Florida sunshine!

Pope's Museum Guest House-privacy and beauty

Privacy, culture, history and rest. This 1-bedroom cottage has a stocked kitchen & bath as well as a bunk beds in a sleeper sofa. Step next-door and tour the nation's oldest art, women's history and veterans' museum. Whether staying for business, a relaxing getaway or a destination stop, this guest house will give you the best of both worlds. Located on 6 Acres, surrounded on 3 side by certified forest, there is lots of room to enjoy the environment or run your dogs in the fenced fields.

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!

Lakefront | 9 min to FSU | Pergola w/ Grill | EVSE

* Lake Water is Low, Tallahassee is in a drought* ✈️ 5 minutes from Tallahassee Airport! 🏟️ 12 minutes from Capitol, FSU, FAMU and TCC 🤪 No crazy check out instructions! 🐕 Pet friendly! 🛶 Kayaks available! 🔋Remote control bed! 🌺Nature trails! ⛵️Private Lake access! 👩‍💻Traveling work friendly! 🎣Fish off the dock! 🔑 Remote and keyless entry. ⛳️ Golf course 10 minutes away! 🚿 Walk in shower and separate tub! 🎸 Piano, guitar, and board games available 🍳Awesome Grill set up!

Lovely east side home away from home.

Lovely townhome, completely renovated, close and convenient location to all amenities in Tallahassee. No stairs, with easy access. Private parking for 2 cars. As the owner of a commercial cleaning corporation, we have implemented all necessary measures to make sure the space is properly disinfected after each and every guest. Therefore, you can rest assured that we are doing everything possible to kill any flu or viruses that could be potentially transmitted.

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.

Groups Hot Tub 4b 4b Private Fun

Your ultimate group getaway starts here—fun, space, and memories await! This 2,350 sq. ft. ranch on 3 acres is packed with everything you need: 11 beds, a chef’s kitchen, tons of cozy seating, and endless entertainment. Splash in the pool, soak in the hot tub, shoot hoops, paly Corn-Hole, or gather around the fire pit. With Smart TVs, lightning-fast Wi-Fi, games, and more, there’s never a dull moment. Close to everything—Private, serene and FUN!

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.

Modern 3br Midtown Gem [2miles (6mins) to Capital]

Modern 3br midtown gem w/ outdoor space is a perfect balance of convenience and style. This newly renovated home is centrally located (5 mins to FSU, 5 minutes to downtown, 6 minutes to the capital, 6 minutes to Lake Ella, 10 minutes from FAMU and 10 minutes to Myers Park) This home is 2 miles and a quick and easy 6 minute drive to the Capitol. It is beautifully decorated with everything you need.