Vacation rentals in Havana

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Top-rated vacation rentals in Havana

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Top guest favorite
A spacious living area features a large sectional sofa positioned around a cozy fireplace with a brick surround. Wall art adorns the walls, and a round mirror and plant accentuate the room. Natural light enters through the nearby doorway, complementing the warm atmosphere.
Home in Tallahassee
4.99 out of 5 average rating, 158 reviews

Hummingbird Haus | 2 Unit | 9 Beds | 6 BR | 3.5 BA

Welcome to Hummingbird Haus, a charming 3200 sqft, 6-bedroom, 3.5-bath home featuring 2 expansive decks— one of which incorporates a large tree, creating a cozy, treehouse-like atmosphere. This elevated home is situated on a cul-de-sac in a scenic neighborhood, close to FSU and Downtown. Enjoy being close to it all while having a peaceful retreat to unwind. The layout includes a spacious 4-bedroom, 2.5-bath main home on the upper level, along with a 2-bedroom, 1-bath suite on the lower level.

Top guest favorite
Home in Tallahassee
4.99 out of 5 average rating, 136 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
The charming exterior of a craftsmen home is showcased, featuring a spacious porch with an American flag. The house is painted in light blue and white, complemented by decorative architectural details. Lush greenery and a stone pathway enhance the inviting atmosphere.
Home in Havana
5.0 out of 5 average rating, 22 reviews

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.

Top guest favorite
Cottage in Havana
4.94 out of 5 average rating, 104 reviews

Guesthouse - Studio in the woods

The guesthouse sits tucked back in the woods next door to our home, offering privacy and quiet once you arrive. The surrounding area is rural and unpolished - but the property itself is clean, peaceful, and thoughtfully maintained. 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
Home in Tallahassee
5.0 out of 5 average rating, 75 reviews

Luxe Downtown Modern

Step into elegance as you enter this beautifully designed residence, featuring high ceilings, modern furnishings, and tons of natural light. Sleeps 10 - Master:king-sized bed, en-suite bathroom with walk-in shower - Room 1: 2 queen-sized beds - Room 2: 2 queen size beds - Wi-Fi - Smart TVs all rooms - Washer and dryer - Electric fireplace 4.9 miles to FSU campus 5.1 miles to FAMU campus. This house shares the property with a cottage which is also available for rent and sleeps 4

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, 673 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, 326 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
4.86 out of 5 average rating, 547 reviews

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!

Guest favorite
Home in Tallahassee
4.92 out of 5 average rating, 119 reviews

Smart Home Near FSU, Big Backyard, Family Friendly

Modern 4BR smart home in Tallahassee, minutes from Florida State University (FSU), FAMU, and downtown. Ideal for game-day weekends, graduations, family visits, and group getaways. Minimalist modern interior with 4 bedrooms, 3.5 baths, and a spacious lanai with patio lounge chairs. Large fenced backyard surrounded by lush greenery, perfect for kids, pets, and outdoor gatherings. BBQ grill and outdoor dining available. Free parking and smart home features throughout.

Guest favorite
Home in Havana
5.0 out of 5 average rating, 5 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
Home in Havana
4.96 out of 5 average rating, 23 reviews

The Cottages, Unit 3

Discover a delightful getaway surrounded by nature at The Cottages, Unit 3. This cozy one-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 charming exterior of the home is framed by large live oak trees, providing shade and a serene setting. A wide porch, bordered by white railings, invites relaxation, while manicured shrubs line the pathway leading to the front entrance.
Home in Tallahassee
5.0 out of 5 average rating, 172 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautiful 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 swimming pool. There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.

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