House holiday rentals in Havana

A modern living area features a light grey sofa adorned with patterned throw pillows, paired with a rustic wooden table. A large television is mounted on the wall, while a well-lit kitchen and dining area are visible in the background, enhancing the open layout.

4.99 out of 5 average rating, 132 reviews

Luxury Haven w/ Many 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!

ValueFamilyQuiet

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.

4.99 out of 5 average rating, 155 reviews

Hummingbird Haus (2-Unit Home) Mid-Century Modern

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.

ValueFamilyOutdoor spaces

4.99 out of 5 average rating, 145 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 board games available 🍳Awesome Grill set up!

LocationValueAir conditioning

4.94 out of 5 average rating, 203 reviews

A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.

Home in Thomasville

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

LocationValueBackyard

An enclosed back porch is furnished with a wooden coffee table and four comfortable seating pieces. Large windows allow natural light to illuminate the space while offering views of the surrounding greenery. A ceiling fan provides airflow, enhancing comfort during warm days.

4.91 out of 5 average rating, 109 reviews

Modern & Cozy ~ Mins to Dwntwn & FSU ~ Gym ~ Yard

Step into the spacious and comfy 2BR 2Bath home nestled in a tranquil and picturesque Indian Head neighborhood just a stone's throw away from the vibrant downtown. It offers a relaxing retreat close to many restaurants, shops, and exciting attractions. Relax and enjoy the modern design and rich amenity list... ✔ 2 Comfortable Bedrooms ✔ Fitness Room (can be used as a 3rd bedroom) ✔ Fully Equipped Kitchen ✔ Back Porch & Yard ✔ Workspace ✔ Smart TVs ✔ High-Speed Wi-Fi See more below!

ValueFamilyBathroom

4.97 out of 5 average rating, 324 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.

LocationValueRiver

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.

LocationValueLayout

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, 544 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!

ValueLocationWi-Fi

A single-story home is positioned beside a two-car garage, both surrounded by well-maintained grass. Tall trees form a backdrop, providing a sense of privacy and tranquility. The house features multiple windows and a small set of steps leading to the entrance.

4.96 out of 5 average rating, 190 reviews

Vickie's Hideway

Hideaway says it all, Located in a peaceful beautiful country setting. You have 1 acre to sit back, relax, and enjoy what Mother nature has to offer and just a short drive back to Tallahassee for all the amenities of the city. Nearest Walmart - 8 miles Capital Regional Hospital (CRMC) - 12 miles Tallahassee Memorial Hospital - 13 miles Tallahassee Regional Airport - 17 miles Donald Tucker Civic Center - 12 miles Doak Campbell Stadium - 13 miles

LocationFamilyBarbecue

4.98 out of 5 average rating, 168 reviews

A private dock is positioned over calm water, surrounded by lush greenery and trees. Reflections of the trees are visible in the clear water, creating a serene atmosphere. An adirondack chair is placed on the wooden deck, inviting relaxation and enjoyment of the natural surroundings.

Home in Crawfordville

Wakulla River House - Watch the Manatees Swim By

Only 20 minutes south of Tallahassee, leave your cares behind and enjoy the beauty of the Wakulla River. The unique house includes 4 kayaks and 2 SUPs for you to explore this pristine river. Enjoy your own private dock; you might see the river otters first thing in the morning there as you enjoy your coffee. The boat ramp is nearby. The house is tastefully appointed and features artwork from several artists who capture the local flavor.

FamilyLocationCondition

4.98 out of 5 average rating, 134 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.

LocationFamilyQuiet