Vacation rentals with a kayak in Wakulla County

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Top-rated kayak rentals in Wakulla County

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Top guest favorite

A serene coastal retreat is presented, featuring a charming white exterior with a porch adorned by comfortable seating. Lush greenery frames the property, accentuated by palm trees and vibrant plants. A clear blue sky complements the inviting atmosphere of this modern beach house.

Home in Saint Teresa

5 out of 5 average rating, 11 reviews

Relax at The Seagrass Cottage

Welcome to your coastal retreat on the Forgotten Coast, where modern luxury meets beach charm. This meticulously designed rental offers plush living spaces, stunning views, and a prime location just steps from the beach. Enjoy a spacious kitchen, outdoor grill, and a large patio for dining and s’mores. Rest in three king bedrooms or a fun bunk room. With kayaks, beach gear, a short 3 min. walk to the beach and community pool , your perfect beach getaway awaits. Book now for a memorable escape!

Top guest favorite

A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.

Home in Crawfordville

4.96 out of 5 average rating, 96 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.

Top guest favorite

An aerial view captures the attractive Bayfront property surrounded by lush trees, with the ocean visible in the background. A driveway is shown leading to the home, accented by landscaped stones and greenery. The American flag gently flutters in the breeze.

Home in Panacea

4.93 out of 5 average rating, 15 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!

Guest favorite

A serene lakeside view is presented during sunset, showcasing silhouettes of trees with Spanish moss. The gently rippling water reflects warm hues of orange and pink, while a peaceful outdoor seating area is visible, inviting relaxation and connection with nature.

Home in Crawfordville

4.89 out of 5 average rating, 35 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.

Superhost

Home in Carrabelle

4.8 out of 5 average rating, 10 reviews

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

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, 109 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.

Guest favorite

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

4.93 out of 5 average rating, 100 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.

Guest favorite

The open indoor living space features a light wood dining table surrounded by white upholstered chairs, complemented by a cozy pull-out couch in a soft blue hue. The kitchen is fully equipped with white appliances, and decorative fish art adorns the walls.

Home in Panacea

5 out of 5 average rating, 14 reviews

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.

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, 46 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

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.

Tiny home in Crawfordville

4.88 out of 5 average rating, 177 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

Guest favorite

Seating options are arranged on a sandy beach, with a red cushioned sofa and matching ottoman paired with a recliner in a coastal setting. Lush beach grass and a distant view of the ocean under a clear blue sky complete the serene atmosphere.

Home in Alligator Point

4.92 out of 5 average rating, 59 reviews

Direct Beachfront 3/2 Home. Cheerful and Bright

This Gulf-front home is exclusively yours. Experience True Ole' Florida–No Crowds/No Fuss-SIMPLE-Clean & Cozy, Sunlit Beach retreat. Declare you've "Gone Coastal to One Sweet Spot," as the beach becomes your expansive backyard. Enjoy fishing, sunbathing, leisurely walks, shell collecting, refreshing swims, and try kayaking. Or simply surrender to the allure of a lazy day, indulging in a nap or immersing yourself in the pages of a captivating book.

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, 145 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.