Holiday rentals with breakfast in Tallahassee

Newly constructed modern home with rooftop patio B

Newly constructed architectural wonder! This 3 bed 3 bath towers 3 stories tall with a rooftop patio complete with full bar, mini fridge, and a 75 inch flat screen. The interior design is nothing short of artistic. Each bed and bath carries its own style staying true to its lux cool white base and a sexy black trim. This space was made to entertain. There were no limits designing and decorating this masterpiece which was specifically created for short term rentals with a focus on rooftop events!

Centrally Located 2b/2b Tallahassee Retreat

Serene home less than ten minutes away from Universities, the Capitol, Midtown, and Hospitals. Nestled in a quiet neighborhood with minimal traffic, where you can get to your desired destination(s) quickly or relax off the beaten path. Amenities include: New AC, Fully stocked kitchen, washer/dryer, 50 inch Smart TV, 32 inch smart TV's in each bedroom, High Speed Wi-Fi, dinning table/laptop friendly work space and game nook, keyless entry for quick and convenient check-in! The search stops here!

Cottage @ Midtown - Central Location! (2)

Enjoy a comfortable and stylish experience at this centrally-located cottage! ⭐️ *FREE* Waffle breakfast! ⭐️ Central location ⭐️ Walking distance to shopping, parks, restaurants, and bars ⭐️ 5 minutes to FSU, downtown, and TMH ⭐️ Newly updated and professionally styled ⭐️ Fully outfitted kitchen, includes spice rack and cooking oils ⭐️ Smart TV's in living room and both bedrooms ⭐️ No crazy check out to-do list PETS REQUIRE PRE-APPROVAL; SEND A MESSAGE REQUEST 1ST. Pet fee = $25/day per pet.

Location, Comfort, value!

Stay a night or a month! You and your family will feel at home in this perfectly appointed apartment. Enjoy a cozy experience at this centrally-located place. Tucked into a quiet cul-de-sac, this apartment is close to everything! I-10, Colleges, downtown, midtown - all just minutes away. Sheets are changed between EVERY guest. Both sheets and the towels are sanitized with bleach each wash. You deserve a clean place! If you are in town work or pleasure, this property will not disappoint.

The Greywood | A Blackhouse Property

Welcome to The Greywood; a Blackhouse property. At Blackhouse, we believe in the transformative power of rest. Through thoughtful design and carefully curated features, our homes invite you to relax, reset, and renew. Enjoy a Nespresso, unwind in our book nook or with our selection of vinyl records, and indulge in a spa-like shower with soothing eucalyptus and lavender. We hope you enjoy the space as much as we do, and look forward to welcoming you soon. May you find rest, - Blackhouse

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Midtown Close to all 1/1 walk 2 shops WIFICable

All the comforts of home, quiet, cozy, comfy, Queen Bed , Small appliances Coffee + W/D - no stove, close to Midtown haunts, Lake Ella. FAST WIFI, Xfinity Cable TV w ESPN. We do this 5 STAR DONE! Your own suite, flex check-in, sTally Suite Oasis awaits, while attached to our home, it's separate. Sidewalks & safe walks. Place 2 relax, frig, WIFI, PUBLIX & Whole Foods shopping, restaurants, TMH, 3.5 miles from FSU + FAMU, parks. 1950’s house. Friendly neighbors mighty, however no hos

Eclectic Midtown home by Whole Foods near I-10

An eclectic home away from home. Diverse ideas and style from a broad range of sources and millennia. If you thrive on creativity, diversity and a bit of thought provoking conversation , you may love this house. This is not the Holiday Inn. Expect the unexpected. Located in a quiet neighborhood and the middle of town. The house has been remodeled and I am working on a carport with a solar panel roof. There is some construction happening outside though not while guests are present.

Perpetually Purple House for Relaxation in

The most unique house in Tallahassee. Lakeview, woods, abundant nature and privacy, all in a spacious, light, art and music filled artist's home. Close to the airport, I-10, restaurants, shopping, art, culture, stadium, parks, and city center. You’ll love my place because of the serenity, beauty, views, gardens, and amenities. Great for couples, friends, small - med groups. It has levels & open spaces, so adults only. Please know that there is mature themed art in my home.

Canopy Road Cottage (4.5 miles 10 mins to Capitol)

This home is a rural but in town retreat and is fully equipped with all the amenities. It is cute and quaint and is believed to be a part of the Old Spanish Trail that linked St. Augustine, FL and San Diego, CA. Route 90 provided Jazz Age motorists easy access to the towns strung along the interior of northwest Florida and beyond. Contemporary travelers tracing this historic tourist road can still experience the same small town charms and breathtaking sites.

Lovely in-town home away from home

Lovely, private 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. There is no catering/commercial food prep allowed from this unit, as it will overwhelm the space. No violations tolerated.

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.