Holiday rentals in Leon County

Luxury Haven w/ Many Amenities

I live in NJ close to my parents, and my sister lives in Tallahassee. To make it easier for my parents (who are separated) to see my sister and their grandchildren, I surprised them with the keys to a "his and her" condo in the same complex. You won't find an Airbnb in the area with more abundant amenities because I wanted to give my parents the home away from home they have always dreamed of. If the listing is available, my family isn't in town, and so this beautiful condo is available to use!.

3 miles to FSU-Upper Midtown Luxe-Prime Location

This is a renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, wide well maintained sidewalks take you to Lake Ella just 1.5 miles south. About 2.5 miles to the Capitol Building,. Walk to the Tallahassee Aquatic Center less than a mile or several parks.

Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

Live Oak Cottages III. 2/2 In Town Nature Retreat

A Beautiful private location with the cottage nestled under 100-300 Plus yrs old Live Oak trees. Sits off the street, very private. Comfortable, stylish interior with all that you need. Sparkling clean! Quality linens. W&D.All bedding and throws washed every time. Kitchen supplies, extra towels. Sodas, water, creamer for free. 2 full baths, 3 Tvs and WiFi. It's the right side of a duplex where the wall between is completely soundproof. Close to the Capital,Colleges, restaurants and shopping.

Updated 2/2•Pets allowed($)•near FSU & I10

This newly renovated home, ideal after a long day of traveling, working, or celebrating the Noles. This home offers close proximity to universities, shopping centers, & restaurants. You’ll find two fully furnished bedrooms, each walk-in closets. The entire space has been thoughtfully updated, providing a modern and comfortable atmosphere. The kitchen is fully equipped, ensuring that you have everything you need to prepare delicious meals. A washer & dryer are available for your convenience.

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.

1940’s Midtown Beard St. Charmer

Located in the heart of midtown within walking distance to many delicious restaurants and local shops, this space is hard to beat. Private entrance, private (unshared) space, small studio apartment with queen sized mattress. Kitchen has fridge, microwave, oven, dishwasher. Smart TV, Wifi, off street parking (1 assigned space), situated in an adorable neighborhood full of Tallahassee charm and history. Fits 1 person perfectly or up to 2 max. Non-Smoking unit! Pets accepted with fee.

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.

The Greywood, by Blackhouse

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

Convenient Game Day 1BR Condo Near FSU Stadium

Welcome to our charming one bedroom, one bathroom condo located at Seminole Legends in the heart of Tallahassee! Perfectly situated just minutes away from Florida State University, this beautifully appointed unit is the ideal home base for couples or solo travelers seeking a comfortable and convenient stay. With its unbeatable location, stylish decor, and top-notch amenities, our Seminole Legends unit 102 is the perfect choice for your next trip to Tallahassee.

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.

Game Room-Dogs-Fence yrd- King Bed

Step into the Enchanted Magical Forest—a one-of-a-kind retreat where whimsy meets comfort! Surrounded by gnomes, butterflies, and mystical touches, this ethereal escape is perfect for dreamers and magic lovers alike. Inside, you’ll find a fully equipped kitchen, cozy amenities, and enchanting decor that brings fantasy to life. Every detail is designed to delight, relax, and inspire your imagination.