Vacation rentals with a kayak in Wakulla County

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Top-rated kayak rentals in Wakulla County

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Superhost

A wooden dock extends over calm waters, surrounded by lush trees and verdant vegetation. The tranquil river reflects the blue sky, which features a few fluffy white clouds. This natural setting provides an opportunity for peaceful relaxation and exploration.

Home in Crawfordville

4.83 out of 5 average rating, 36 reviews

River Paradise just south of Tallahassee!

Quiet, near (neighborhood access) Wakulla river setting on 1.5 private acres w/ access to the spring fed Wakulla River (a short drive or walk). This three bedroom, two bathroom house with front and back covered porches sits under a tree hammock and is just a short walk to the river and a quick drive to parks, rivers, beaches, and Tallahassee. This spacious, private home offers the perfect space for a getaway and is ideally located to explore the unique, rich, natural resources of North Florida.

Guest favorite

A wooden walkway leads through a natural landscape of tall pine trees, arriving at a spacious, screened-in patio of the property. The patio is surrounded by a grassy area, creating a serene outdoor setting.

Home in Panacea

4.92 out of 5 average rating, 12 reviews

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!

Top guest favorite

A private wooden dock extends towards calm waters, flanked by lush greenery and tall palm trees. The surrounding area features a mix of natural grass and pine needles, creating a serene outdoor setting ideal for relaxation and enjoying the waterfront view.

Cottage in Alligator Point

4.96 out of 5 average rating, 50 reviews

Short Walk to Beach/Canal Front/Flip-Flop Hideaway

Relax with family, plan a fishing weekend with friends, or enjoy a private getaway on our canal front home with dock, just a short walk to Alligator Point beaches. The Flip-Flop Hideaway is the perfect escape on Florida's Forgotten Coast. So many options for fun without screen time: get out the cornhole, fish off the dock, bike on the new trail, kayak in the bay, or just sit back with a book and birdwatch in our shady backyard. The house is full of amenities; all you need are your flip flops.

Guest favorite

A wooden gazebo overlooks a serene section of the St Marks River, surrounded by lush greenery. A wooden deck leads to the gazebo, complemented by brightly colored kayaks resting on a nearby bank. Natural light filters through the trees, creating a peaceful atmosphere.

Cabin in Crawfordville

4.82 out of 5 average rating, 87 reviews

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.

Top guest favorite

Two bright yellow kayaks are secured on a wooden rack, positioned under the home's overhang. A grassy area leads to the waterfront, where several turquoise adirondack chairs are arranged, providing a spot to relax and enjoy the view.

Home in Alligator Point

5 out of 5 average rating, 59 reviews

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.

Top guest favorite

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

4.98 out of 5 average rating, 99 reviews

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

Home in Carrabelle

4.93 out of 5 average rating, 87 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.

Top guest favorite

A serene beach scene captures the tranquil coastline illuminated by a warm sunset. The gentle waves reflect the orange and yellow hues of the sky. A lone tree stands along the edge, adding a touch of nature to the peaceful atmosphere.

Cottage in Panacea

4.98 out of 5 average rating, 44 reviews

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.

Superhost

An aerial view captures the tiny home nestled within a lush, green landscape near winding waterways. A clearly marked boat ramp is positioned for easy access, surrounded by a peaceful setting perfect for outdoor activities.

Tiny home in Crawfordville

4.87 out of 5 average rating, 169 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

Top guest favorite

Home in Crawfordville

4.98 out of 5 average rating, 81 reviews

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.

Top guest favorite

A private dock is positioned over calm water, surrounded by lush greenery and trees. Reflections of the trees are visible in the clear water, creating a serene atmosphere. An adirondack chair is placed on the wooden deck, inviting relaxation and enjoyment of the natural surroundings.

Home in Crawfordville

4.98 out of 5 average rating, 143 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.

Guest favorite

The geodesic dome house is surrounded by trees, set on a gravel driveway. A wooden staircase leads to the screened front porch, which offers access to the main entry. The exterior is accented by natural greenery, creating a peaceful environment.

Cottage in Sopchoppy

4.93 out of 5 average rating, 15 reviews

Gulf view Geodesic Dome cottage - uncrowded beach!

Dome house, featuring EV charger / EVSE for electric vehicles! A beach experience like no other, and near both state and national parks! If you are looking for a relaxing vacation at the beach tucked away in a quaint, safe, wooded and friendly neighborhood with trees lining the beach, where you might see next to no one -- no hotels, no hustle and bustle, and might even have the beach all to yourself -- then you've found it!