
Holiday houses in Leon County
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Top-rated holiday rentals in Leon County
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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.
ValueLocationGetting around

Luxury Living w/ Abundant 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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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.
ValueFamilyComfort

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.
ValueFamilyCleanliness

Live Oak Cottages III. InTown - 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.
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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.
LocationFamilyWalkability

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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Modern & Cozy ~ Mins to Dwntwn & FSU ~ Gym ~ Yard
Step into the spacious and comfy 2BR 2Bath home nestled in a tranquil and picturesque Indian Head neighborhood just a stone's throw away from the vibrant downtown. It offers a relaxing retreat close to many restaurants, shops, and exciting attractions. Relax and enjoy the modern design and rich amenity list... ✔ 2 Comfortable Bedrooms ✔ Fitness Room (can be used as a 3rd bedroom) ✔ Fully Equipped Kitchen ✔ Back Porch & Yard ✔ Workspace ✔ Smart TVs ✔ High-Speed Wi-Fi See more below!
ValueFamilyDecor

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!
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Tranquil Retreat w/ Modern Flair
Discover serenity in our sleek woodland haven, where modern elegance meets natural charm. Upgraded fixtures and stone counters adorn this retreat, while the screened front and spacious rear porches offer al fresco dining and relaxation opportunities. Indoors you'll enjoy the cozy wood-burning fireplace and vaulted ceilings, lending a bright and airy charm. Remodeled baths await before you retire to large bedrooms, each boasting a work desk and spacious closets.
LocationValueHiking

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
ValueLocationHiking

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.
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Popular amenities for Leon County holiday rentals
Other great holiday rentals in Leon County

The Green House
FamilyValueSleep quality

Villas @ Lake Ella | Flat (1br-1bth/desk)
LocationFamilyNearby

Cozy and relaxing Townhouse with Fireplace
ValueFamilyWalkability

Cottage in the Woods
LocationFamilyWalkability

Pets OK! 2/2 fully fenced yard. Air Purified Home!
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Hidden Gem-Peaceful
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Cottage at Lakeshore
FamilyLocationAir conditioning

FSU Gameday Lake House | Tennis, Kayaks & Fire Pit
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Destinations to explore
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- 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





