Holiday rentals in Gadsden County

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.

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.

Sunset Memories - fishing dock, pool table

Kick back and relax in this calm, stylish space. Enjoy the beautiful lake view from the spacious living room, kitchen/ dining area. The kitchen is equipped with everything to make your favorite meal. Watch a good movie, while warming up to the cozy fireplace. Play a competitive game of pool, while enjoying that amazing view. Relax in the bed swing with a good book or sit on the dock and take in the amazing sunsets. You'll love the dock house; it gives you the feel of being on a houseboat.

Home away from home Northside charmer suite

Lovely and completely renovated 1100 sqft in-law suite, fully self contained and private. It comes complete with a fully equipped kitchen (no commercial food preparation allowed) and bathroom with walk-in shower. Queen size bed in the bedroom, with a Queen size sleeper sofa in the living room. Has its own private entrances and dedicated driveway parking area, as well as self-check-in. No pets allowed. This is a strict non-smoking space, no smoking is allowed on the property.

Midtown Darling. 5 mins to FSU/hospital

Nestled in the heart the popular Levy Park Midtown neighborhood, this spacious 1930’s home with modern upgrades and a vintage vibe has plenty of room to spread out and be comfortable. It's just a short walk to Midtown restaurants, bars, coffee shops, a brewery and beautiful Lake Ella. It’s also just a 5-7 min drive to hospitals, downtown & universities. This home is clean, quiet, and close to everything with a fully-fenced backyard and porch to enjoy coffee or a cocktail.

Guesthouse - Studio in the woods

Nestled towards the end of a “no thru traffic” street, this adorable studio cottage is on a shared, rural 3-acre property, located down a bumpy dirt driveway back in a wooded setting. Check-in is between 3:00 pm and 11:00 pm EST. *We do not allow check-ins after 11:00 pm.* **This property is not suitable for anyone with mobility issues or who is unsteady on their feet** (we are in the woods, the ground is uneven and there is a bit of a walk from the car to the entrance).

Adorable Rustic Lofted Cabin Close to Tallahassee

Come, relax at my cozy, cabin in the country! It's 12 ft by 14 ft with a loft. There's a full size bed with a twin cot in the loft and plenty of throw pillows. Included is a private bathroom with shower and hot water! Also it has a TV, DVD player, AC/heat, mini fridge, microwave and WiFi. We're on a county road that's only 2 miles to I-10 and 25 minutes to Tallahassee for your convenience. And within a half hour's drive are 6 prisons for visiting day!

Lakefront | 9 min to FSU | Pergola w/ Grill | EVSE

✈️ 5 minutes from Tallahassee Airport! 🏟️ 12 minutes from Capitol, FSU, FAMU and TCC 🤪 No crazy check out instructions! 🐕 Pet friendly! 🛶 Kayaks available! 🔋Remote control bed! 🌺Nature trails! ⛵️Private Lake access! 👩‍💻Traveling work friendly! 🎣Fish off the dock! 🔑 Remote and keyless entry. ⛳️ Golf course 10 minutes away! 🚿 Walk in shower and separate tub! 🎸 Piano, guitar, and board games available 🍳Awesome Grill set up!

Cozy Tiny Country Cottage!

Small futon for 3rd person, queen bed. No pets. Enjoy this tiny guest house in the country near the famous Florida Antiques Shopping Trail! A suburb of Tallahassee, just 6 miles North of Lake Jackson, and just 16 miles from Doak Campbell Stadium. Also a relaxing & peaceful traveler’s rest stop - just 14 miles from Interstate 10 exit 199. Be sure to check out my local restaurant Guide Book!