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Vacation rentals in Havana

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Havana

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Havana
4.89 out of 5 average rating, 9 reviews

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!

Guest favorite
The guest house is nestled in a lush green setting, featuring a large screened-in porch illuminated by soft outdoor lighting. The exterior displays a blend of dark wood and light accents, with a welcoming entrance door and surrounded by well-maintained garden space.
Guesthouse in Killearn
4.86 out of 5 average rating, 346 reviews

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.

Superhost
The master bedroom features a spacious bed with light linens and decorative pillows. A dresser and mirror are positioned against the wall, complemented by decorative plants and artwork. Natural light filters through a window adorned with flowing curtains.
Townhouse in Tallahassee
4.86 out of 5 average rating, 511 reviews

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.

Top guest favorite
Home in Tallahassee
4.98 out of 5 average rating, 120 reviews

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.

Top guest favorite
A comfortable guest room is equipped with a spacious bed featuring colorful pillows. A small table and chair are positioned nearby, along with a mini-fridge and a microwave. A lamp provides soft lighting, and a piece of wall art adds a touch of color.
Guest suite in Tallahassee
4.99 out of 5 average rating, 102 reviews

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!

Superhost
A single-story house is framed by lush green trees and a well-maintained lawn. The home features a bright yellow front door, and a driveway leads to the garage. Fencing is visible in the backyard area, promoting privacy.
Home in Tallahassee
4.86 out of 5 average rating, 512 reviews

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!

Top guest favorite
A studio space features a queen-sized bed with a light blanket and decorative pillow. Large windows allow natural light to fill the room, partially obscured by sheer curtains. A small fan and potted plant enhance the cozy setting, complemented by a compact kitchen area.
Cottage in Havana
4.94 out of 5 average rating, 88 reviews

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.

Top guest favorite
A two-story studio is surrounded by lush greenery, featuring a well-maintained yard with ornamental plants and pathways. The exterior showcases large windows and a welcoming entry, while a screened porch is visible alongside the main structure.
Guest suite in Old Town
4.97 out of 5 average rating, 732 reviews

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!

Top guest favorite
A serene lake view is displayed, featuring a vibrant rainbow arching over the calm water. The landscape is framed by lush trees on either side, reflecting beautifully on the lake’s surface, creating a peaceful and harmonious scene.
Home in Tallahassee
4.98 out of 5 average rating, 123 reviews

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!

Top guest favorite
Guesthouse in Tallahassee
5 out of 5 average rating, 18 reviews

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.

Guest favorite
A light-filled living area features a comfortable sofa and a decorative coffee table. A dining space includes a small table with chairs positioned under a stylish light fixture. The entry door is visible on the right, complemented by a wall mirror.
Home in Havana
5 out of 5 average rating, 9 reviews

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.

Top guest favorite
The exterior of a tiny house features a charming blend of dark siding and brick accents. A small porch includes a black chair, while two potted plants sit beside the entrance. Surrounding greenery and gravel pathways enhance the secluded garden setting.
Tiny home in Killearn
4.93 out of 5 average rating, 104 reviews

Gardenview Tiny House

Enjoy the sounds of nature when you stay in this unique tiny home in a garden setting. Quiet and private neighborhood. Our Tiny House space is perfect for one guest and cozy for two. We are located about 8 miles (15 to 20 minutes by car) from the Forida Capitol Building and the FSU Campus. We offer a 15% discount for bookings of 7 days or more, and 40% discount for 28 days or more.

Popular amenities for Havana vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Gadsden County
  5. Havana