Holiday rentals with breakfast in Tallahassee

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!

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.

Newly constructed modern home with rooftop patio V

Newly constructed architectural wonder! This 3 bed 3 bath towers 3 stories tall with a luxurious rooftop patio 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 earth tone base and vibrant red accents. 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!

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 Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, 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.

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.

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.

The Senator Cabin

Historic 19th century cabin updated with all the modern conveniences situated on the 210 acre Jubilee Blueberry Orchards property. Founded by Florida Legend Lawton Chiles, US Senator and Governor. Simply one-of-a-kind with fabulous floors, woodwork, claw tub and handcrafted shower. Breathtaking views all around and the only sounds are wind whispering through long leaf pines and live oaks. Plate glass window overlooking beautiful lake.

Wakulla River Retreat- “Treehouse” - Crawfordville

Escape, Explore, Relax, and Reconnect. This charming 2-story cottage is tucked back in the woods of a neighborhood that runs along the banks of the spring-fed Wakulla River. Cheery porches sit high up in the trees of our “treehouse” and the cottage is just a short walk to the river. Spend your vacation on retreat or get out and explore the area; the cottage is a quick drive to parks, rivers, beaches, and to Tallahassee.