Holiday rentals in Woodville

Live Oak Cottages II InTown-Nature Retreat

Private long driveway to a quiet setting. Beautiful Live Oak trees around the grounds. It’s the upstairs cottage apartment with tall windows giving you a view to the Live Oak trees canopying together. The one by the cottage is 200 +years old!! Charming and cozy place to relax or work! Living room windows are tinted for privacy. Comfy bed and all the bedding is cleaned in between guests. There are plenty of towels, linens, and the essentials you need to be comfortable. Smart tv and Wifi too

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.

Coastal City Cabin: a Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

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.

Little Piece of Paradise/No stairs/Bike/Boat/Bird

This clean, cozy, site built home is located in the quaint riverside village of St. Marks. Strategically located between the St. Marks + Wakulla Rivers, accessing the Gulf in just 3 miles. Perfect for nature lovers, fishing enthusiasts (fresh and saltwater), biking, kayaking, birding and just relaxing. The Florida Trail/ bike trail can be accessed from the culdesac of this neighborhood at mile 15. Minutes from the St. Marks NWR and Wakulla Springs State Park. 1 mile to marina/boat ramp.

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!

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)

Timber and Tides

Bring the whole family to this beautiful home with lots of room for fun. Centrally located between the Gulf Coast and Tallahassee. 20 minutes to FSU & FAMU or 30 minutes to Shell Point Beach. Prefer to take dip in the natural springs at Wakulla Springs State Park? It's only a short 10-minute drive away. The property is adjacent to Apalachicola National Forest with many springs, and hiking or biking trails nearby. This is an outdoor lover's dream.

Leafy Retreat

No pets! Leafy Retreat was custom built by Cornerstone Tiny Homes. The house is nestled in a Beautiful Area and has plenty of room to relax. Huge rap around patio and all the amenities needed to relax. Located near all the major state parks like Wakulla springs, St Marks wildlife Refuge, close to all the beaches, and on the bike path. Decorated and cleaned by my wife and I. Make this your home base to explore Wakulla County.

Class A Motorhome (stationery).

Want to experience GLAMPING without the hassle? Book this high class stationery RV experience. You won’t forget your time in this romantic, memorable place. ❤❤❤ An apartment on wheels. Equipped with kitchen, microwave, stove, fireplace, TVs...everything you need to enjoy a mini- getaway. Check out the listing on Outdoorsy if you want to take it for a drive. Great experience in a 33.5 foot upscale, Class A Motorhome.🙌🏽🙌🏽🙌🏽

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.

Wakulla River Retreat- “Treehouse” - Crawfordville

Escape, Explore, Relax, and Reconnect. This charming 2-story cottage is tucked back in the woods of a neighborhood that runs along the banks of the spring-fed Wakulla River. Cheery porches sit high up in the trees of our “treehouse” and the cottage is just a short walk to the river. Spend your vacation on retreat or get out and explore the area; the cottage is a quick drive to parks, rivers, beaches, and to Tallahassee.