House vacation rentals in Havana

4.99 out of 5 average rating, 144 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!

ValueLocationCondition

4.94 out of 5 average rating, 201 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.

ValueLocationCheckout

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 out of 5 average rating, 198 reviews

Magnolia Barn (7-8 Bedrooms) Campus/Downtown Area

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.

ValueFamilyLayout

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, 179 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.

LocationFamilyComfort

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.

ValueLocationTV

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.

ValueLocationComfort

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, 543 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!

FamilyValueParking

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, 189 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

LocationFamilyAccuracy

4.97 out of 5 average rating, 245 reviews

The light-colored bungalow features a sloped roof with dark shingles and a welcoming front porch. The front yard includes landscaping with trees and shrubs, adding to the cottage's charm. The home presents a cozy appearance, highlighted by its historical significance.

Home in Thomasville

The Quail Cottage (Downtown Thomasville)

“The Quail Cottage" has a convenient location less than 4 blocks from all the shopping/restaurants on famous Broad Street! This renovated bungalow is full of charm and complete with everything our guests need. Great curb appeal with rocking chair front porch and exterior patio lighting. *Over 5 years as an owner host (no rental company). We would love for you to be our next guest & hope you feel right at home. Just read our amazing 5 star reviews!

FamilyValueTV

4.99 out of 5 average rating, 255 reviews

The entrance features a stylish door framed by lush greenery and elegant planters. Clear glass panes allow natural light to illuminate the entryway, enhancing the welcoming atmosphere. The semi-gloss finish of the door contrasts gently with the natural wood siding.

Home in Thomasville

Executive Suite on Park Ave.

FREE, FREE FREE RENT TWO NIGHTS AND THE THIRD NIGHT IS TOTALLY FREE. JULY AND AUGUST This is the most elegant and tranquil 1250 Sq ft. of pure comfort! It features a library quiet central smart H & A. system (not a window air) can be set to 70 in the summer and 68 in the winter. Large one bedroom with a Tempur-pedic luxury king size bed . 7 ft glass shower . Sofa can be used as an Extra long twin. Full kitchen with dishwasher

FamilyLocationLong stay

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.

FamilyLocationIndoor spaces