
Holiday houses in Leon County
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Top-rated holiday rentals in Leon County
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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!.
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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!
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Cozy Country Cottage - Waterfront!
Enjoy the sounds of nature when you stay in this unique country cottage on private Turkey Pond. Deer, turkey & raptors are just some of the wildlife you may encounter. Stunning sunsets are common & kayaks are on hand for a paddle. There is outdoor seating & a sun umbrella for the porch and stars twinkle on clear nights. Special touches make your stay comfy & cozy including on-demand hot water, a luxurious queen bed w/ a cozy comforter, mini-split heat/ac, dish network, smart tv & much more.
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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.
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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.
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Updated 2/2•Pets allowed($)•near FSU & I10
This newly renovated home, ideal after a long day of traveling, working, or celebrating the Noles. This home offers close proximity to universities, shopping centers, & restaurants. You’ll find two fully furnished bedrooms, each walk-in closets. The entire space has been thoughtfully updated, providing a modern and comfortable atmosphere. The kitchen is fully equipped, ensuring that you have everything you need to prepare delicious meals. A washer & dryer are available for your convenience.
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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.
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Guesthouse - Studio in the woods
The guesthouse sits tucked back in the woods next door to our home, offering privacy and quiet once you arrive. The surrounding area is rural and unpolished - but the property itself is clean, peaceful, and thoughtfully maintained. Check-in is between 3:00 pm and 11:00 pm EST. We do not allow check-ins after 11:00 pm. This property is not suitable for anyone with mobility issues or who is unsteady on their feet. No smoking, e-cigs, or vaping permitted in the cottage or on the property.
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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!
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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.
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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.
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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
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Popular amenities for Leon County holiday rentals
Other great holiday rentals in Leon County

Lovely guesthouse with outdoor space/near I10
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Cottage in the Woods
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The Cottages, Unit 2
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Hidden Gem-Peaceful
LocationFamilyAccess

FSU Gameday Lake House | Tennis, Kayaks & Fire Pit
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Cozy cottage
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Luxe Downtown Modern
LocationValueLong stay

Talquin Tranquility
LocationFamilyOutdoor spaces
Destinations to explore
- Rentals with breakfast Leon County
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- Rentals with pools Leon County
- Pet-friendly rentals Leon County
- Apartment rentals Leon County
- Rentals with lake access Leon County
- Condo rentals Leon County
- Guesthouse rentals Leon County
- Rentals with a hot tub Leon County
- Hotel rooms Leon County
- Private suite rentals Leon County
- Family-friendly rentals Leon County
- Townhouse rentals Leon County
- Rentals with a kayak Leon County
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Railroad Square Art District
- St. Marks Lighthouse
- Tom Brown Park
- Mashes Sands Beach
- Edward Ball Wakulla Springs State Park
- Tallahassee Automobile Museum
- Backwoods Crossing
- Bald Point State Park





