Holiday houses in Havana

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.

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.

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).

The Shed-King Bed-Boho - Cabin- Grand Piano- WiFi

The Shed is located in a sprinkle of country, splash of city, Thomasville, GA. The Shed hosts a king bed and a combined kitchen living room space with a pullout Queen couch. You can spend your evenings outside on the patio with a fire or explore the beauty of historic downtown only 5 minutes away! A private 2 room guest house with a unique modern flare. No contact, keyless entry on arrival and a cozy, safe, clean space for your get away! We look forward to hosting you!

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.

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautifully renovated 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large heated swimming pool (heated from March-Nov). There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

Cozy Tiny Country Cottage!

Clean, cozy & comfortable! Come 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!