House holiday rentals in Havana

Two white, egg-shaped chairs with green and white striped cushions are positioned in a bright sunroom. Large windows allow natural light to fill the space, creating a welcoming atmosphere. A patterned rug adds warmth to the wooden floor.

4.9 out of 5 average rating, 137 reviews

Midtown Darling. 5 mins to FSU/hospital

Nestled in the heart of Midtown's popular Levy Park neighborhood, this spacious 1930s home blends vintage charm with modern updates. Enjoy a short walk to restaurants, bars, coffee shops, a brewery, and beautiful Lake Ella. Hospitals, downtown, FSU, and FAMU, are all just 5–10 minutes away. Relax in the fully fenced backyard or unwind on the enclosed sun porch with your morning coffee or evening cocktail. Clean, quiet, and centrally located, it's the perfect home base for your Tallahassee stay.

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A modern living area features a spacious blue sectional sofa arranged around a circular wooden coffee table. Two light-colored accent chairs complement the seating. Abstract artwork adorns the walls, and the open kitchen area is visible in the background, showcasing sleek appliances and bright cabinetry.

5.0 out of 5 average rating, 123 reviews

Luxury Living w/ Abundant Amenities

I live in NJ close to my parents, and my sister lives in Tallahassee. To make it easier for my parents (who are separated) to see my sister and their grandchildren, I surprised them with the keys to a "his and her" condo in the same complex. You won't find an Airbnb in the area with more abundant amenities because I wanted to give my parents the home away from home they have always dreamed of. If the listing is available, my family isn't in town, and so this beautiful condo is available to use!

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A spacious living area features a soft sectional sofa with decorative pillows, paired with a glass coffee table. Two abstract art pieces adorn the wall, while a dining area with a round table and modern chairs is illuminated by a stylish chandelier.

5.0 out of 5 average rating, 206 reviews

Magnolia Barn | 9+ Beds | 7+ BR | 3 BA | 10+ Cars

Conveniently located on High Rd, just down the street from FSU’s Doak Campbell Stadium, this renovated 7+ bedroom home is ideal for visitors to Tallahassee. Nestled on 2 acres in the heart of the city, this spacious residence boasts 3,700 sqft of charm and comfort. This home is designed to meet the needs of any large group. Please note, this listing includes 7 of the 8 bedrooms. If you're interested in the additional 400 sqft King bedroom on the rear first floor, please reach out for rates.

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4.92 out of 5 average rating, 909 reviews

Eclectic Midtown home by Whole Foods near I-10

An eclectic home away from home. Diverse ideas and style from a broad range of sources and millennia. If you thrive on creativity, diversity and a bit of thought provoking conversation , you may love this house. This is not the Holiday Inn. Expect the unexpected. Located in a quiet neighborhood and the middle of town. The house has been remodeled and I am working on a carport with a solar panel roof. There is some construction happening outside though not while guests are present.

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An indoor pool area is highlighted, featuring a granite pool surrounded by various seating options. Sunlight streams in through large windows, illuminating the wooden walls and creating a bright, inviting atmosphere. A dining area with multiple chairs and a light blue table is also visible.

4.97 out of 5 average rating, 181 reviews

Magnolia Manor Estate with Heated Indoor Pool

Retreat to in-town country living with massive, picture perfect live oaks and abundant wildlife. Your family and friends will enter this home in awe of its unique qualities including the incorporation of the beautiful natural environment through expansive windows in every room and an indoor pool. This is a peaceful sanctuary for you and your family and friends to enjoy a wedding weekend, Tallahassee visit, FSU/FAMU gameday, reunion, and other activities. We have a generator.

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4.97 out of 5 average rating, 327 reviews

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

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.

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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.

4.85 out of 5 average rating, 554 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!

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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.

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4.99 out of 5 average rating, 148 reviews

Walk to Museum | Near FSU | EVSE

* Lake Water severely is low, Tallahassee is in a drought* ✈️ 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 foosball

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A charming home is set amidst lush greenery, featuring a front porch with a wooden railing. The exterior is accented by a sloped roof and large windows, allowing for natural light. A well-maintained lawn complements the inviting atmosphere.

4.87 out of 5 average rating, 314 reviews

Misty Garden; Quiet Cul-de-sac.

Relax the whole family or have a respectful get together (no party) in this cozy and well equipped home, located in a safe and quiet neighborhood. It has an open kitchen/leaving room/fireplace area, with all appliances of a regular home, 60 inch Smart TV (besides one TV in each bedroom). Large covered porch through to enjoy the barbecue all together. The 3 bedrooms can accommodate 8 people total and is possible to accommodate more 4 in the leaving room.

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4.98 out of 5 average rating, 138 reviews

King Bed-Pets -Quiet-Huge fence Yrd

Unwind in this spacious, equestrian-themed retreat in a peaceful upscale country setting! Set on a large fenced lot, this dog-friendly home offers comfy new beds, Roku TVs in every bedroom, and all the amenities you’d expect. Enjoy shuffleboard, gather outdoors, or relax with easy access thanks to the 2-car garage with remote. Plenty of room to roam and recharge—perfect for a serene getaway just outside the city buzz.

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