Holiday rentals in Havana

Working in Tally? Book a quiet stay here!

King Bed,2.65 acres,Private pool,Dogs OK-$50 non refundable pet fee. 15 min to Tallahassee for sport events, colleges, legislation & business. A taste of Old FL with country breezes & wide open spaces. Stroll to quaint antique shops & eat in our cute cafes. Learn about “The Old Spanish Trail” & the many antique tobacco barns in the area. Cool off in our lovely pool or read under sprawling centuries old Oak trees. End the day at the firepit with a glass of wine or cup of cocoa. Relax & recharge!

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown and FSU are 20 min away depending on traffic.

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.

King bed-Office-Pet-Fenced Yard-Fast WiFi

Welcome to our charming Bo-ho retreat! This 3-bed, 2-bath dog-friendly house is a Bo-ho lover's dream. Step into a world of relaxation as you immerse yourself in the carefully curated Bohemian Decor. Unwind in the cozy living room or whip up a delicious meal in the fully equipped kitchen. The bedrooms are comfortable and tranquil. Outside, the private and spacious fenced-in yard is perfect for your fur babies to roam freely. Come experience the harmony and beauty of this perfect Bo-ho getaway.

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.

Cozy and Quiet Guest Suite for 2

This peaceful and centrally-located private guest suite has everything you need. Pull into your own driveway with a private entrance to a comfortable room which has an en-suite bathroom, its own air-conditioning, a mini-fridge and a microwave. It's like a hotel room without the noisy neighbors or hassle of check-in. The guest room is attached to a residential home in an established neighborhood that is within four miles of the capital and FSU. It's perfect for 2 guests!

Mi Casa Su Casa

This home away from home is the perfect place to lay your head after a long day from traveling. Whether you're here for homecoming or traveling for work, our home is nestled in a quiet community a short drive from local restaurants, shops, hospitals and the local Universities. The space includes 3 fully furnished bedrooms, coffees and teas. We also provide everything you need to cook and serve a meal. Access to washer and dryer. We are local and available if needed!

Guesthouse - Studio in the woods

Nestled towards the end of a “no thru traffic” street, this former art studio turned Airbnb, 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. No smoking, e-cigs, or vaping permitted in the cottage or on the property.

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

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!

Cottage in the Woods

Newly listed in August 2025! Enjoy a private getaway in our 1,100 sq. ft. guest house, tucked at the back of a 3.5-acre wooded lot with your own driveway and entrance. Just minutes from Maclay Gardens, Lake Overstreet Trail, and Elinor Klapp-Phipps Park, it’s perfect for outdoor lovers who also want a peaceful place to unwind after a day at the Capitol or a big game at FSU. The house can accommodate up to two guests.

The Cottages, Unit 2

Discover a delightful getaway surrounded by nature at The Cottages, Unit 2. This cozy two-bedroom, one-bathroom haven is perfect for couples or small families seeking a peaceful getaway. With its serene surroundings and modern amenities, you'll find everything you need for a relaxing stay. Located 20 minutes from Tallahassee, 20 minutes from Bainbridge, GA and 45 minutes from Thomasville, GA.