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!

Midtown Cottage - Central Location! (Duplex)

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, spice rack and cooking oils ⭐️ Smart TV's in living room and both bedrooms DOGS REQUIRE PRE-APPROVAL; SEND A MESSAGE REQUEST 1ST. Pet fee = $25/day (plus tax) per dog. No other animals permitted.

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.

Blush Cottage

This renovated 1940's Pink Cottage in midtown Tallahassee is charming & cozy with a front porch, covered carport, screened back porch, new appliances, studio office & fast WiFi, pine trees and jasmine. Centrally located, close to FSU & downtown/midtown in a friendly, walkable neighborhood, cafes, shops, Lake Ella, parks & playgrounds near by, & Publix across the street. Enjoy fresh furnishings & cottage decor with modern amenities: TVs, wifi & movies. A private getaway everyone will love!

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.

The Greywood | A Blackhouse Property

There’s a moment - often within the first few minutes - when your shoulders drop. Your breathing slows. And you realize how tired you’ve been. That moment is why we exist. The Blackhouse brand was created as a response to modern life: the noise, the pace, the constant pull on your attention. Our homes are designed to help you slow down, reset, and reconnect. Here, the goal isn’t escape - it’s restoration. A return to yourself. May you find rest, - Blackhouse

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.

Close to colleges, downtown and I-10

Your family will be close to everything when you stay at this centrally-located place. This home is appointed for settling in for a weekend, week or longer. Pets approved case by case. Tucked into a quiet cul-de-sac, this apartment is close to everything! I-10, Colleges, downtown, midtown - all just minutes away. For business, family visit or basecamp for area adventures, this place won't disappoint.

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.