Vacation rentals with a kayak in Wakulla County

4.96 out of 5 average rating, 106 reviews

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

Million$$ views of Oyster Bay & Gulf of Mexico from every room. Only 40 minutes to the Florida Capital, FSU, FAMU, TSC & the Tallahassee International 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! Kayaks, fish cleaning station and crab trap are provided. And with the well appointed kitchen, gas grill & laundry you will have everything you need.

Lawn chairs are arranged on a grassy area overlooking the calm waters of Lake Ellen. A wooden dock extends into the lake, surrounded by lush greenery and trees. The serene landscape showcases a peaceful environment ideal for relaxation.

4.89 out of 5 average rating, 38 reviews

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.

4.98 out of 5 average rating, 89 reviews

A kayaker navigates through a tranquil waterway, surrounded by tall grasses reflecting in the calm waters. Lush greenery lines the banks, creating a serene backdrop for the paddling adventure.

Home in Carrabelle

Hooked on the Bayou, Waterfront, Fish, Scenic,

⭐️ Waterfront “Hooked on the Bayou.” This unique rare find is beautifully tucked away with the most AMAZING Coastal VIEWS! It’s the perfect place for couples, families, fishermen, photographers, artists, boaters, kayakers, and if you love Sunrise and Sunsets you will find them breathtaking. Your private dock is great for fishing, paddle boarding or Kayaking. Embrace nature, the sun, salt air and the beauty. Make your trip truly unforgettable, where the bayou meets the sea, bay & beach.

4.88 out of 5 average rating, 16 reviews

Home in Carrabelle

AFrame of Mind on Carabelle River & Beach

Immerse yourself in the Florida's Forgotten Coast experience enchanced by this iconic Carabelle River AFrame with a private fishing dock only 3 minute drive from Carabelle Beach. Bring your boat for offshore fishing or Dog Island trips & enjoy the overflow of parking space & short, 3 minute drive to the Carabelle's public boat ramps, marina & downtown. Sunbathing, fishing, kayaking, paddle boarding, biking, bird & nature watching haven. + ALL the fun & giddy of the A-Frame life

Superhost

A charming farmhouse is nestled among tall pine trees, featuring large windows that invite natural light. The front yard is landscaped with green shrubs, creating a welcoming look. A spacious driveway leads to the home, providing access to the serene surroundings.

Home in Panacea

4.83 out of 5 average rating, 6 reviews

Shoreline Serenity- The Golden Goat on the Bay

This cute bayfront farmhouse sits on the beautiful Ochlockonee Bay, and has an open floor plan, 2 bedrooms and 1 bath, lots of windows and natural light and a large screened-in back porch. French doors open from the living area to the porch to enjoy the bay breezes, the sights and sounds of nature and the amazing sunsets. The home is an excellent choice for a family vacation or for a weekend getaway! Come relax and enjoy all of the fun and adventure that Goat on the Bay has to offer!

4.98 out of 5 average rating, 116 reviews

A white lighthouse stands tall against a clear blue sky, surrounded by vibrant greenery and palm trees. The structure is reflected in the calm waters of the nearby estuary, creating a serene natural landscape.

Home in Saint Marks

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.

Superhost

A beachfront home stands amidst tall trees, featuring a sandy area leading to the water's edge. Several lounge chairs are arranged on the beach, inviting relaxation, while the house’s elevated structure provides ample space beneath for enjoyable gatherings.

Home in Carrabelle

4.91 out of 5 average rating, 107 reviews

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.

5 out of 5 average rating, 18 reviews

Home in Panacea

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.

4.98 out of 5 average rating, 52 reviews

Cottage in Panacea

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.

Tiny home in Crawfordville

A view features two wooden tiny houses bathed in golden sunset light. Rocking chairs are positioned on gravel ground, facing a fire pit, with palm trees framing the scene. The open space beyond offers a glimpse of the water, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 184 reviews

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

4.97 out of 5 average rating, 148 reviews

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.

A lone kayaker is seen gliding across a calm, reflective surface of water surrounded by lush greenery and tall cypress trees. The stillness of the water mirrors the vibrant blue sky, with soft clouds visible above.