House holiday rentals in Leon County

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, 131 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!.

FamilyLocationNearby

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!

ValueFamilyWi-Fi

4.99 out of 5 average rating, 149 reviews

The Nene Nest

Cozy & comfortable, Nene Nest is located in a quaint neighborhood right in Downtown Tallahassee. Tucked away from the hustle & bustle of city life, this home is the perfect, peaceful getaway with quick access to Tallahassee's finest restaurants, shopping, and of course, the Florida State Seminoles! One mile from Cascades Park, and under 3 miles from Doak Campbell Stadium, this residence is where you want to be. Large bedrooms with an oversized back yard, perfect for family, friends, and dogs!

ValueFamilyCondition

A vibrant living area showcases cozy seating around a central fireplace, accented by natural light streaming through large windows. The pool area features a refreshing saltwater pool, surrounded by a wooden deck with lounge chairs. A modern kitchen highlights stainless steel appliances and ample counter space.

5.0 out of 5 average rating, 104 reviews

Midtown*Pool*Walk to Dining*2 miles to FSU/Capitol

Steps from all that Midtown has to offer, Midtown Retreat’s private POOL & deck is an oasis to enjoy it all from! Our light-filled midcentury charmer is spacious/cozy. Only 2 miles to Capitol & FSU, this home is a treat to stay! 3 miles to Doak Campbell Stadium makes for a quick trip for FSU games. Ideal spot for FSU visits, Capitol business trips & Midtown nightlife! Heart of Tallahassee! ✅Pool ✅Wi-Fi ✅Pet-friendly ✅Work-from-home space ✅Free Parking ✅Walk to Midtown’s best dining/bars

FamilyLocationAccuracy

4.93 out of 5 average rating, 887 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.

ValueLocationEV charging

A spacious living area is highlighted by a large brown leather sofa adorned with patterned pillows. A sleek wooden coffee table complements the space, while a distinctive hanging chair adds an inviting touch. Natural light streams through windows, enhancing the room's warm atmosphere.

4.98 out of 5 average rating, 102 reviews

THE SPACE at Magnolia Hill

We love the wooded setting of this mid century cottage (circa 1955) located in a quiet downtown neighborhood. Enjoy the totally remodeled kitchen with new appliances as well as the original gleaming hardwood floors. At over a 1,000 sq. ft, THE SPACE @Magnolia Hill is the perfect place to Work or Relax or just Recharge! We are conveniently located to downtown, The Capitol complex, FSU and FAMU as well as near great restaurants, shopping, parks and Tallahassee Memorial Hospital!

ValueLocationGetting around

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!

LocationValueCleanliness

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.

4.86 out of 5 average rating, 307 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.

LocationFamilyCleanliness

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, 187 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

LocationFamilyHeating

A bright and open living area features a comfortable couch, coffee table, and dining table with chairs. Large windows allow natural light to fill the space, highlighting the wooden flooring and decorative area rug.

4.99 out of 5 average rating, 170 reviews

Convenient Cottage | Midtown TLH

Welcome to our charming, cozy cottage in Tallahassee's Midtown, less than ten minutes from Doak Campbell Stadium, the Florida State Capitol, Cascades Park, and the city's best restaurants. This is the perfect two queen bedroom stay for game day, concerts, graduation, and more. Make yourself at home with WiFi, live YouTube TV, full kitchen with Keurig coffee maker, washer/dryer, back deck, and free off-street parking.

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 112 reviews

Game Room-Dogs-Fence yrd- King Bed

Step into the Enchanted Magical Forest—a one-of-a-kind retreat where whimsy meets comfort! Surrounded by gnomes, butterflies, and mystical touches, this ethereal escape is perfect for dreamers and magic lovers alike. Inside, you’ll find a fully equipped kitchen, cozy amenities, and enchanting decor that brings fantasy to life. Every detail is designed to delight, relax, and inspire your imagination.

ValueLocationHospitality

A dining area features a wooden table with a black placemat and a simple vase holding fresh flowers. An archway leads to a living space with a vibrant orange sofa and soft natural light filtering through sheer window coverings.