Holiday rentals in Havana

Guesthouse - Studio in the woods

No added cleaning fee! 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).

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.

Quaint Craftsman Downtown Havana

Nestled on the outskirts of downtown Havana, our home offers a quaint escape just a 5-minute stroll from charming storefronts. Enjoy local gems like Gocki’s burgers, Oscar’s Italian Eatery, and Off the Rails Irish Pub. Antique enthusiasts will love The Twisted Pineapple. Alongside Havana's unique blend of small-town charm, there is a grocery store and fast-food chains. Only 15 miles from downtown Tallahassee, relish the Hallmark feel of Havana while having easy access to big-city amenities.

Private Garden Retreat | King Bed | TMH + Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious patio with an original mural and 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 with a well-stocked 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

Garden Oasis Off Monroe

Welcome to your home away from home! This fully renovated, modern chic, 2 bed, 2 bath private home awaits you. This family friendly space has toys and books for your kids, lounge space and a washer and dryer. High speed internet allows for multiple devices, and the home includes 2 Queen sized beds and one sofa. The kitchen is fully stocked with cookware to satisfy any chef. Enjoy the complimentary coffee and the fruit that grows in the garden. Owners are local and easily reached.

My House, Your House

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!

Rural Estate Near Tallahassee. Sleeps 16

Forget your worries in this spacious and serene Southern Aloha estate, nestled on over 30 acres of peaceful countryside. Perfect for FSU/FAMU visits, intimate gatherings, corporate retreats, or simply unwinding in comfort while exploring Florida’s capital city. Inside, you’ll find multiple cozy living areas, a chef’s kitchen, and a private pool (not heated) with a wrap-around deck. The estate also accommodates small weddings and events for an additional fee.

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!