Holiday rentals with a kayak in Wakulla County

New Waterfront Property/Boat Dock/Dogs Allowed

Step into serenity at a private Bayfront property with ocean views, nestled along the peaceful shores of Ochlockonee. Easily dock your boat, catch a fish and be captivated by the panoramic views of the bay and ocean. A screened in patio and fenced backyard offer a secure haven for guests. Mashes Sands boat ramp and beach are minutes away! Enjoy the fully equipped kitchen, views of the water from every room, and ample parking. Welcome to your ultimate family-friendly oasis and bring your dog!

Rustic River Retreat

Rugged and run down, this authentically rustic 4bd/2ba home is not for those looking for a boutique trendy BNB. Well off the beaten path in the wetland woods about 30 minutes from downtown Tallahassee and FSU/FAMU stadiums, this cabin-like home lies nestled on a quiet and beautiful section of the St Marks River great for relaxing, paddling, fishing, and watching wildlife, along with shooing spiders, mosquitos and yellow flies. Gradual renovations remain in process, so an affordable rate.

Kayak and Fish the bay, view 5 star sunsets

This is a waterfront home with spectacular views over the bay. With a number of activities both on and off the water, there is something for the entire family to enjoy. This is a prime location for fishing, crabbing, boating and watersports. Kayaks are available at the home, and if you bring a boat, several boat ramps are just a short distance away. The quiet and crowd-free, white sand beach is minutes away, so bring your sunscreen, a good book, and relax at your home away from home.

Luxurious River Paradise

You are only steps from the bicycle and hiking trail, River Preserve and Wildlife Refuge for birding, public boat launch to both the Wakulla and Saint Marks Rivers and Gulf for canoeing, kayaking, paddle boarding, motor boating, and some of the best fishing (fresh & saltwater) Florida has to offer! waterfront dining choices, San Marcos park and museum, Villages & General Store and only minutes drive to the Lighthouse, Econfina, Edward Ball and Natural Bridge Battlefield State Parks.

Seaglass-on St. Teresa Beach

St Teresa beach is a little known paradise on the Forgotten Coast. Relaxation calm await. This authentic "old Florida" beach house is split into 3 townhouses each with a large private porch & shared beach front. This hidden gem is a short drive to historic Carrabelle & Apalachicola. It has everything you need or a relaxing escape. Ideal for families, artists writers, boating/fishing kayakers history buffs, photographers. Pets welcome, please contact host.

Spring Creek Getaway

Located in Spring Creek FL, a safe fish camp community on the gulf waters. This tiny house is the place to relax. Rocking chairs, fire pit, and sunsets all provided right here. Bring your boat and use the private boat ramp or launch the fishing kayaks provided. The house was decorated by my wife and deep cleaned by the both of us!! Relax in the Screened in patio and use the charcoal grill. Kayakers DREAM!! High End Sea Kayaks...wilderness tarpon 14

Waterfront Gulfview w/Dock & Kayaks

Here you'll find privacy, peace, and beauty at your own vacation retreat tucked into a gorgeous setting just off the Carrabelle River, with great views of Postum Bayou and St. George Sound . Set among quietly rustling pines, 1 mile to beach, Bayou Retreat is far removed from traffic & noisy crowds. Fish off the private dock, kayak, watch the sun set, & enjoy the sweeping views across the bay while you grill your catch on our spacious deck.

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

Million$ views of Oyster Bay & Gulf of Mexico. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the airport. Private dock, trailer parking and boat ramp. Watch sunrise & listen to sounds of the bay from the screened porch or sunbath on the walkout decks. Views from any room are breathtaking! Kayak, Bikes, ping pong and games are provided. And with the well appointed kitchen, gas grill & laundry you will have everything you need.

Wakulla River House - Watch the Manatees Swim By

Only 20 minutes south of Tallahassee, leave your cares behind and enjoy the beauty of the Wakulla River. The unique house includes 4 kayaks and 2 SUPs for you to explore this pristine river. Enjoy your own private dock; you might see the river otters first thing in the morning there as you enjoy your coffee. The boat ramp is nearby. The house is tastefully appointed and features artwork from several artists who capture the local flavor.