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Holiday houses in Havana

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Top-rated holiday rentals in Havana

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

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Guest favourite
Cottage in Havana
4.9 out of 5 average rating, 10 reviews

Tallahassee bound? Enjoy Spring 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 favourite
A cozy sleeping area features a new memory-foam queen panel bed with a patterned blanket and decorative pillows. A kitchenette with amenities is present in the background. Soft natural light enters through the window, highlighting the rustic decor elements and wooden flooring.
Apartment in Tallahassee
4.9 out of 5 average rating, 689 reviews

COZY Studio Escape CLOSE-IN Kitchen Pool WRK-SPACE

Cozy~Quiet~Close~In Work-Space! FSU!/ Collegetown!, Midtown, Capital, FAMU. EnSuite, Kitchenette, Cottage-feel, New Memory-Foam Queen Panel Bed & Luxurious Oriental. Private Side Entrance. Private Bath & Pool Access. Shadey~Oaks, Lovely Flowers & Birds. Microwave, Huge Toasteroven, Stovetop, Barsink, Granite Counter, Minifridge, Singleserve Coffee Maker, Utensils. Safe~Quiet~Shady Sidewalk 'Walking Neighborhood'. Poolside Patio & Porch w/ Glass Table. We Love Our Dog! No Children Or Animals Plz

Guest favourite
A spacious, two-story wooden house sits on a green lawn, surrounded by tall trees. A stone border outlines the yard, while a driveway leads to an accessible area for parking. Natural light filters through the foliage, creating a serene outdoor setting.
Guest suite in Tallahassee
4.89 out of 5 average rating, 106 reviews

Suite and Simple

Welcome to your centrally-located retreat in Midtown Tallahassee. Being 15 minutes from FSU & FAMU is a perfect distance, and about 5 minutes from TMH & HCA. This neighborhood location is quiet. Experience a peaceful stay at the Suite and Simple, a mother-in-law suite located on the right side of the home. Enjoy the privacy of your own kitchenette, bedroom, bathroom, and private entrance. You can sleep a total of four people comfortably with a couch futon that expands into two twin-sized beds.

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
4.87 out of 5 average rating, 521 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 favourite
Apartment in Tallahassee
4.98 out of 5 average rating, 373 reviews

Live Oak Cottages III. 2/2 In Town Nature Retreat

A Beautiful private location with the cottage nestled under 100-300 Plus yrs old Live Oak trees. Sits off the street, very private. Comfortable, stylish interior with all that you need. Sparkling clean! Quality linens. W&D.All bedding and throws washed every time. Kitchen supplies, extra towels. Sodas, water, creamer for free. 2 full baths, 3 Tvs and WiFi. It's the right side of a duplex where the wall between is completely soundproof. Close to the Capital,Colleges, restaurants and shopping.

Top Guest favourite
Home in Tallahassee
4.98 out of 5 average rating, 124 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 favourite
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
4.97 out of 5 average rating, 635 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 favourite
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, 305 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.

Top Guest favourite
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, 112 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
4.85 out of 5 average rating, 515 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 favourite
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, 111 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.

Superhost
A light-filled living area features a pink couch and two modern chairs positioned around a patterned area rug. A kitchen counter with three stools is visible, accompanied by decorative light fixtures, while large windows allow natural light to enhance the space.
Home in Levy Park
4.86 out of 5 average rating, 124 reviews

Historic Levy Park! 2 miles to Bragg/FSU/Capital

Welcome to historic Levy Park! We are excited to host you at this beautifully restored Italian inspired getaway. This vibrant neighborhood is one of Tallahassee's oldest and boasts a lovely mixture of old homes and local Tallahassee families. There are homes on our street over 100 years old, and families that have lived here for generations!

Popular amenities for Havana holiday rentals

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