Vacation rentals with a kayak in Wakulla County

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, FAMU, TSC & the Tallahassee International Airport. Private dock, trailer parking & boat ramp. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammocks under the house. Kayaks, fish cleaning station & crab trap are provided. With the well appointed kitchen, gas grill & laundry you will have everything you need.

S + W's Guest House 2

Relax with the whole family at this peaceful, private, lake access home. Enjoy rocking on the front porch or fishing on the lake. Our location is close to many wonderful Wakulla County beauties: 6 mi - Panacea (the best seafood restaurants around) 7 mi - the Sopchoppy River, the Ochlockonee River, + Civic Brewing 7.7 mi - Shell Point Beach 10 mi - Historic Wakulla Springs State Park 10 mi - the mysterious waters of the Wakulla River 30 mins. - Tallahassee (FSU) 30 mins. - Coastal Franklin Co.

Oyster Oasis - Waterfront! Beautiful Sunsets!

2 BR, one bath house on a canal in Oyster Bay with floating boat dock for mooring a boat and view of Gulf of America. Easy access to fishing by boat, kayak or dock. Shell Point Beach less than 5 minutes away. Wakulla Springs State Park, home of the world's largest and freshwater spring boasts manatees, alligators and other wildlife that can be viewed from a riverboat is about 22 minutes from our house. Great fishing, scalloping, bird watching and hiking in the St Marks Wildlife Refuge.

Lookout Point- waterfront

This recently updated home is new to the vacation rental market and the perfect setting to relax in beautiful Shell Point. Gorgeous waterfront getaway on a deep-water canal with new dock, within walking distance to the beach! Lookout Point has 3 bedrooms, 2 bathrooms, and a beautiful porch to enjoy the famous Shell Point sunsets. Enjoy this home with comfortable, airy bedrooms and all the amenities. The area is peaceful and serene, and golf cart available for rental! Come relax and enjoy!

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.

Charming Home in St. Teresa, FL

Welcome to Southern Pines Hideaway, our newly constructed vacation home in Summer Camp Beach West, a laidback, waterfront community located in St. Teresa, along Florida’s Forgotten Coast, on Coastal Highway 98 where the pine trees meet the beautiful Gulf of Mexico. The house has water access through a walking path approximately two hundred feet long from the yard directly to the beach. You can also relax at the community pool, a short five-minute walk from the house.

The Bella Beach Treehouse: New Pool. Kayak. Golf

A beachfront home nestled among the trees with a new pool addition March 2023. Enjoy your own private retreat on the Forgotten Coast, known for spectacular fishing, scalloping, kayaking, hiking. A Golf course is only a minute away. Fish from our backyard or relax on hammocks among the trees. Gorgeous ocean views from the living/dining room, bedroom and deck and a sandy beach perfect for sunbathing or creating memories around a beach fire. Plenty of parking for boat/RV.

Tiny Tides Waterfront Cottage

This newly updated, "Old Florida," cottage is a dream getaway for anglers and nature enthusiasts alike. Relax and enjoy the most breathtaking sunsets and panoramic views of the Ochlockonee Bay, experience the abundance of wildlife while fishing, boating, or kayaking, and completely unwind with Panacea's "embrace the pace" vibes. With its proximity to local beaches, trails, and public boat ramps, Tiny Tides truly offers the best of both relaxation and adventure.

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

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.

Awesome View

Awesome View is a rare beachfront gem with 150 ft of private shoreline on the Gulf of Mexico. Enjoy breathtaking views, total privacy, and no public access nearby. The 1600 sq ft home features open living, a 2100 sq ft patio, and a 450 sq ft gated deck perfect for kids and pets. Flanked by two vacant lots, this peaceful retreat offers stunning sunsets, spacious outdoor living, and the relaxing escape you’ve been dreaming of.