Holiday rentals in Leon County

Like New Midtown Retreat | 3 TVs • Ethernet Port

This is a newly renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, Near John Knox and the Trousdell Aquatics Center. These units come with over the top line beds, 3 Tv's and fast internet-20 minutes to just about anywhere in Tallahassee. Pool 0.9 mi.

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!

Hummingbird Haus | 2 Unit | 9 Beds | 6 BR | 3.5 BA

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.

Charming Charley - Cozy and Comfy near Everything

Welcome to "Charming Charley" where simplicity and southern charm flourish in this cute townhouse suited for up to four. We are nestled and conveniently located near EVERYTHING. Just minutes from the colleges or a 5-minute drive to the hottest nightlife, restaurants, and shops in the city. We specialize in affordable elegance and are committed to providing you with a complete and accurate depiction of your modest vacation rental home. Any questions...just ask, that is what we are here for.

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.

Home away from home Northside charmer suite

Lovely and completely renovated 1100 sqft in-law suite, fully self contained and private. It comes complete with a fully equipped kitchen (no commercial food preparation allowed) and bathroom with walk-in shower. Queen size bed in the bedroom, with a Queen size sleeper sofa in the living room. Has its own private entrances and dedicated driveway parking area, as well as self-check-in. No pets allowed. This is a strict non-smoking space, no smoking is allowed on the property.

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!

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 g

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.

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.

Lovely guesthouse with outdoor space/near I10

The Little Green Guest House is ideal for business travelers, families, university parents, or sports fans. 1BR/1BA with full kitchen offers total privacy and all the comforts of home. Located in a quiet neighborhood in NE Tallahassee on the grounds of a beautifully maintained 1920’s home, the Little Green Guest House is 15 minutes from the universities, very convenient to retail and dining, and minutes to I10.

Sienna Lee Gardens: A Beautifully Renovated Home

Relax and unwind in this beautiful 4 bedroom/3 bath home nestled on 20 acres of picture perfect live oaks, organic blueberry orchard, and abundant wildlife. There are so many places for entertaining including a large swimming pool. There's a fully equipped kitchen, luxury beds and hotel quality linens. Every room has cable TV and internet throughout the house.