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Vacation rentals in Havana

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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
4.92 out of 5 average rating, 13 reviews

Tallahassee bound? Stay in Historic Havana!

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!

Top guest favorite
The living area features a black leather sofa, a red couch, and a wooden coffee table centered on a colorful area rug. A modern fireplace is built into a white brick wall below a mounted television. Natural light enters through a window, complemented by dark curtains.
Apartment in Tallahassee
4.95 out of 5 average rating, 115 reviews

3 miles to FSU-Upper Midtown Luxe-Prime Location

This is a renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, wide well maintained sidewalks take you to Lake Ella just 1.5 miles south. About 2.5 miles to the Capitol Building,. Walk to the Tallahassee Aquatic Center less than a mile or several parks.

Top guest favorite
Home in Tallahassee
4.98 out of 5 average rating, 128 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 wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.
Cabin in Tallahassee
5 out of 5 average rating, 142 reviews

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Top guest favorite
The illuminated pool glows in shades of blue under the night sky, featuring a tanning shelf and an umbrella for shade. Surrounding the pool, soft landscape lighting highlights lush greenery, enhancing the tranquil outdoor space.
Guesthouse in Centerville
4.94 out of 5 average rating, 255 reviews

The Carriage House

Our lovely French inspired guest house features an open floor plan, 12-foot ceilings with real wood beams, a fully equipped kitchen and large brick patio overlooking a spacious backyard with shared pool. The two bedrooms are connected by a jack and jill bathroom featuring a tub/shower combination. the second bathroom, located just down the hall, has a standup shower. For additional guests, there are more sleeping arrangements in the family room on a single bed pullout love seat.

Top guest favorite
The spacious living area showcases a fully equipped kitchen with white cabinetry and modern appliances. A comfortable seating arrangement features a light-colored sofa and dark blue couch, positioned around a wooden coffee table. Decorative elements include a colorful area rug and a wall painting.
Guest suite in Tallahassee
4.98 out of 5 average rating, 645 reviews

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.

Top guest favorite
The front porch features a swinging bench adorned with a decorative yellow cushion. A potted plant sits beside the door, which is made of wood and includes brass fittings. Sunlight filters through the trees, casting a warm glow onto the light blue floorboards.
Home in Bainbridge
4.97 out of 5 average rating, 310 reviews

Little House on Broughton Downtown Bainbridge Stay

Located just four blocks from beautiful downtown Bainbridge, this one bedroom, one bath historic shotgun house was recently moved to Broughton Street from across town and fully renovated by your host. Enjoy a taste of an original tiny home with big personality! Home includes free wifi, fully equipped kitchen, and tips from your host on favorite local stops. Pet friendly stay perfect for walks through historic downtown Bainbridge for pets under 50 pounds with a $75 pet fee.

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
4.85 out of 5 average rating, 517 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
The treehouse is elevated on stilts, surrounded by lush greenery and ancient oaks. A spacious deck with wooden railings features steps leading to the ground, while decorative plants enhance the outdoor space. The structure showcases large windows, allowing natural light to fill the interior.
Treehouse in Tallahassee
4.99 out of 5 average rating, 111 reviews

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Superhost
Home in Havana
5 out of 5 average rating, 4 reviews

Historic Havana's Horseshoe Bungalow!

Stay in the heart of downtown Havana at the Horseshoe Bungalow, a renovated 3BR/2BA home with modern style and cozy charm. Enjoy a full kitchen, inviting living room, and updated baths. Sleeps up to 6 with comfortable beds and luxury linens. Outside features include a private carport with an EV outlet, perfect for charging your electric vehicle. Walk to shops and cafés or relax in your own stylish retreat.

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, 16 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
4.92 out of 5 average rating, 115 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