Holiday rentals with outdoor seating in Leon County

Luxury Living w/ Abundant 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!

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.

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.

15 walk to FSU/2 mile drive to Capital & Bragg

Come enjoy our Moroccan inspired getaway, The Casa Blanca! This beautifully decorated home is a quick 15 minute walk to the FSU stadium, a 5 minute walk to various restaurants, a 7 minute drive to FAMU, and a 10 minute drive to downtown. The home is equipped with TVs in each room, a fully stocked kitchen, a coffee bar, and shampoo and conditioner. Enjoy spending evenings relaxing on the newly built deck out back and have convenient access to two assigned parking spots in front of the home!

Centrally Located, Fully Updated

1 mile from FSU and FAMU, 1 mile from Downtown and Midtown. Newly renovated with special features. Private EV charger on site, level 2, 40 amps. EV plug can be used as RV hookup. The kitchen has 4 in 1 Microwave-Air Fryer-Convection oven-Toaster oven. Washer/Dryer, Ice maker included. Bathroom exhaust fan has built in heater. Tennis, basketball, pickleball, playground next door. Security cameras view exterior of home. CLOSE TO EVERTHING. PLEASE INCLUDE NUMBER OF GUESTS AND AGES WITH REQUEST.

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.

Canopy Lux- Mid Luxury Townhouse Near Everything

Welcome to Canopy Lux!!! Your new favorite, 5-Star Tallahassee Stay! Live like a local and experience our newly renovated, one-bedroom townhouse that is centrally located to everything. Little Canopy Lux is a mixture of historic charm and modern amenities that provides the city-country feel. Our home offers so many little luxuries that will make your stay feel like home away from home like washer/dryer, self-check-in, random little treats and more. It's the little things that count!

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.

Private Garden Retreat, King Bed, TMH, Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious, mural wall patio with a fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well-stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner in the kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

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.

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.