Holiday rentals in Leon County

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Top-rated holiday rentals in Leon County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Tallahassee
4.99 out of 5 average rating, 116 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!

Top guest favourite
Flat in Tallahassee
4.98 out of 5 average rating, 380 reviews

Live Oak Cottages III. 2/2 In Town Nature Retreat

A Beautiful private location with the cottage nestled under 100-300 Plus yrs old Live Oak trees. Sits off the street, very private. Comfortable, stylish interior with all that you need. Sparkling clean! 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.

Guest favourite
Home in Tallahassee
4.85 out of 5 average rating, 116 reviews

2 king beds private side home

This is an entire house, minus one bedroom/bathroom that’s rented separately. It has no access inside. Two different private front doors. No shared spaces. You will have 2 bedrooms, 1 bathroom, kitchen, dining, living, and laundry rooms to yourself. Please be courteous & respectful of noise at front door and living room. Security- fully fenced property with large gate, ADT, security camera system, ext. floodlights 2 Acropolis king bed sets, nectar hybrids, silk sheets, Dyson air purifiers

Top guest favourite
A wooden cabin with a screened porch is set in a lush green landscape. Surrounding trees provide dappled shade, while colorful flowering plants enhance the serene atmosphere. The cabin features a metal roof and is partially obscured by greenery, emphasizing the secluded environment.
Cabin in Tallahassee
5 out of 5 average rating, 145 reviews

Twisted Pine Lake Cabin, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our new custom cabin awaits. Rest easy on the screened porch, 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.

Top guest favourite
Home in Tallahassee
4.98 out of 5 average rating, 132 reviews

Lakefront | 9 min to FSU | Pergola w/ Grill | EVSE

* Lake Water 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!

Top guest favourite
The illuminated pool glows in shades of blue under the night sky, featuring a tanning shelf and an umbrella for shade. Surrounding the pool, soft landscape lighting highlights lush greenery, enhancing the tranquil outdoor space.
Guest house in Tallahassee
4.94 out of 5 average rating, 258 reviews

The Carriage House

Our lovely French inspired guest house features an open floor plan, 12-foot ceilings with real wood beams, a fully equipped kitchen and large brick patio overlooking a spacious backyard with shared pool. The two bedrooms are connected by a jack and jill bathroom featuring a tub/shower combination. the second bathroom, located just down the hall, has a standup shower. For additional guests, there are more sleeping arrangements in the family room on a single bed pullout love seat.

Top guest favourite
The spacious living area showcases a fully equipped kitchen with white cabinetry and modern appliances. A comfortable seating arrangement features a light-colored sofa and dark blue couch, positioned around a wooden coffee table. Decorative elements include a colorful area rug and a wall painting.
Guest suite in Tallahassee
4.98 out of 5 average rating, 649 reviews

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.

Guest favourite
A private pool area is surrounded by lush greenery and features a wooden pergola in the background. Two pink adirondack chairs face the water, creating a serene space for relaxation. The water's surface reflects the natural light, enhancing the serene ambiance.
Guest house in Tallahassee
4.91 out of 5 average rating, 199 reviews

Woodsy Loft near I-10

A short 2 mile drive from I-10 for those traveling you can unwind at this garage-loft with private entrance surrounded by trees with a backyard oasis. ✨ Step inside to a modern main room with canopy bed and well-equipped kitchen. Find your haven in comfy bedrooms and soak up the sunshine on the expansive deck☀️ Splash in the sparkling pool, have water gun fights in the yard and have dinner in the poolside pergola! Minutes from downtown, museums, and natural attractions.

Top guest favourite
A cozy living area is presented with a custom wood slat wall and a modern television mounted above a stylish media console. A comfortable sofa faces a coffee table, while large glass doors lead to a private patio. Bright greenery is visible outside.
Flat in Tallahassee
5 out of 5 average rating, 193 reviews

Private Garden Retreat, King Bed, TMH, Downtown

Welcome to your peaceful getaway, central to everything in Tallahassee! King bed ✔ Spacious, mural wall patio with a fenced back yard ✔ Private Parking ✔ Dogs Welcome ✔ Well-stocked kitchenette ✔ Mid-century charm ✔ Coffee, tea, snacks ✔ Cozy up with a movie in front of the custom wood slat wall, cook dinner in the kitchenette, and get a quiet night's rest under a stylish wood ceiling. You are: - 5 mins from TMH - 8 mins to downtown - 8 mins to FSU - 7 mins from I-10

Guest favourite
A cozy living room features a light-colored sofa adorned with various throw pillows. Two abstract paintings hang above the couch, complementing the neutral tones. A wooden coffee table, accented with a decorative plant and book, sits on a textured rug, while a floor lamp provides soft illumination.
Apartment in Tallahassee
4.95 out of 5 average rating, 158 reviews

Convenient Game Day 1BR Condo Near FSU Stadium

Welcome to our charming one bedroom, one bathroom condo located at Seminole Legends in the heart of Tallahassee! Perfectly situated just minutes away from Florida State University, this beautifully appointed unit is the ideal home base for couples or solo travelers seeking a comfortable and convenient stay. With its unbeatable location, stylish decor, and top-notch amenities, our Seminole Legends unit 102 is the perfect choice for your next trip to Tallahassee.

Top guest favourite
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.
Home in Tallahassee
4.96 out of 5 average rating, 181 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

Top guest favourite
The treehouse is elevated on stilts, surrounded by lush greenery and ancient oaks. A spacious deck with wooden railings features steps leading to the ground, while decorative plants enhance the outdoor space. The structure showcases large windows, allowing natural light to fill the interior.
Treehouse in Tallahassee
4.99 out of 5 average rating, 113 reviews

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.

Popular amenities for Leon County holiday rentals

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