Holiday rentals in Leon County

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!.

Location · Value · Parks

Beautiful Guest House in Desirable Northside

Hello and welcome to our home! This guest house is in our backyard and is very cozy with a large, screened-in porch. Sit in a rocking chair on the porch and enjoy the sounds of the many birds and the company of butterflies and hummingbirds. The King size bed is so comfortable! Our neighborhood lies between the Market District to the south and Bannerman Crossing to the North. There is shopping as well as many restaurants all around us. Downtown and FSU are 20 min away depending on traffic.

Value · Family · View

Live Oak Cottages III. InTown - Nature Retreat

A Beautiful private location with the cottage nestled under Centuries old Live Oak trees. Sits off the street, very private. Comfortable, stylish interior with all that you need. Cottage atmosphere! 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.

Value · Location · Parks

Quaint Craftsman Downtown Havana

Nestled on the outskirts of downtown Havana, our home offers a quaint escape just a 5-minute stroll from charming storefronts. Enjoy local gems like Gocki’s burgers, Oscar’s Italian Eatery, and Off the Rails Irish Pub. Antique enthusiasts will love The Twisted Pineapple. Alongside Havana's unique blend of small-town charm, there is a grocery store and fast-food chains. Only 15 miles from downtown Tallahassee, relish the Hallmark feel of Havana while having easy access to big-city amenities.

Location · Family · Hospitality

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

Location · Family · Long stay

FSU Gameday Lake House | Tennis, Kayaks & Fire Pit

Escape to Swallowtail Lake House, a tranquil waterfront retreat on beautiful Lake Bradford. This spacious, updated home is perfect for families, FSU football weekends, reunions, and group getaways. Enjoy a private tennis court with tennis and pickleball equipment provided, kayaks, fishing, and evenings around the fire pit with stunning lake views. Just 5 minutes from TLH airport and 10–15 minutes from FSU, FAMU, Doak Campbell Stadium, downtown Tallahassee, restaurants, and shopping.

Family · Location · Getting around

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!

Value · Family · Parks

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

Value · Family · Quiet

The Gathering @Magnolia Hill (1 mile to Capitol)

The Gathering is located in one of Tallahassee's thriving downtown neighborhoods known as OLD TOWN. It is a quiet, mature residential neighborhood where we are "At Home in the Heart of It All". We are located less than a few miles from downtown, the Capitol complex, FSU, FAMU and TCC. We are also located near numerous restaurants, shopping, parks and Tallahassee Memorial Hospital. Walk, bike, drive or public transportation...all options...YOUR CHOICE!

Value · Family · Check-in

Shangri-La Treehouse

Shangri-La Treehouse is the 1st and only luxury treehouse in Tallahassee, Florida's Capital City. Nestled between ancient oaks, Shangri-La Treehouse is luxury in the wild where serenity is found. You are invited to enjoy 9.5 acres of verdant land amidst ducks, deer, owls, and other assorted wildlife that call Shangri-La home. A thoughtful, adults only (21+) romantic getaway for 2 that can accommodate up to 4 guests comfortably.

Location · Value · Check-in

Stunning sunrises await at your Talquin lake house

This 4 bedroom, 2 bath lake house boasts over 2,000 square feet of room for you to relax and enjoy. The quiet neighborhood allows you to connect with nature in a peaceful setting. Plenty of room outside for fishing or relaxing. Roomy inside with all the comforts you are used to - including DirectTV, wi-fi, gas fireplace, and more. Minutes from historic Quincy, Florida and interstate access for quick trips to Tallahassee.

Family · Location · Hospitality

Modern 4BR Retreat w/ Private Pool | Sleeps 12

Whether you're in town for an FSU or FAMU event, graduation, family getaway, or business trip, this renovated 4-bedroom home is the perfect home base. Relax by the private pool, unwind in the spacious indoor and outdoor living areas, and enjoy accommodations for up to 12 guests. Just minutes from FSU, downtown Tallahassee, the Capitol, and top local attractions, this home has everything you need for a memorable stay.

Location · Family · Pool