Vacation rentals with a kayak in Wakulla County

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Top-rated kayak rentals in Wakulla County

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Superhost
Tiny home in Crawfordville
4.85 out of 5 average rating, 208 reviews

Spring Creek Getaway

No Pets! In the first photo, both homes are ours—the right side is our oyster operation, Forgotten Bay Oysters, and the left is where you’ll be staying. We’re sometimes nearby but often out on the water, so you’ll have plenty of privacy. Spring Creek is home to some of the largest underwater springs, with spring boils you can kayak to. It’s also great for flats fishing. Enjoy local restaurants along the water, some with live music. There are also biking trails that lead to nearby springs 😉

Guest favorite
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.
Home in Crawfordville
4.88 out of 5 average rating, 59 reviews

S + W's Guest (entire) House

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.

Top guest favorite
A vibrant sunset is reflected in the calm waters of the canal, with hues of orange and pink blending into the sky. Silhouetted trees frame the scene, while distant silhouettes of hills create a serene natural backdrop.
Cottage in Crawfordville
5.0 out of 5 average rating, 15 reviews

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.

Top guest favorite
A spacious living area within an A-frame home features large windows offering views of the river. Two couches and a wooden coffee table provide comfortable seating. A spiral staircase leads to the loft. A gas fireplace and television are also visible, enhancing the welcoming atmosphere.
Home in Carrabelle
4.95 out of 5 average rating, 39 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
Home in Alligator Point
5.0 out of 5 average rating, 5 reviews

Luxury Beach Front Cottage | Alligator Point FL

Welcome to our private beachfront cottage on beautiful Alligator Point! Enjoy direct access to your own private beach on the Gulf. Thoughtfully designed to comfortably accommodate up to 8 guests, the cottage is perfect for families, pets, groups, and extended stays. Amenities like kayaks, paddle boards, bikes & so much more are provided for a relaxing, carefree getaway. Please contact the host before booking if you have any questions or plan to have events or large gatherings.

Top guest favorite
A wooden deck features a small table and two folding chairs, surrounded by a lush green landscape. A hammock hangs nearby, providing a relaxing spot to enjoy the views of the bayou, while soft string lights add a warm glow during evening hours.
Home in Carrabelle
4.98 out of 5 average rating, 105 reviews

Hooked on the Bayou! Scenic Waterfront

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 bay, beach & sea.

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
4.95 out of 5 average rating, 141 reviews

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, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)

Top guest favorite
A modern beach house rises above a gravel parking area, set against a serene backdrop of the Gulf. Expansive windows reflect the natural light, while the elevated design offers clear views of the coastline and surrounding greenery.
Home in Crawfordville
5.0 out of 5 average rating, 60 reviews

Luxury Waterfront Escape *Gulf Views *Private Dock

Wake up to panoramic Gulf views, walk directly onto the beach, and spend your evenings watching dolphins and unforgettable sunsets from your private waterfront retreat. Relax with the whole family at this peaceful beach front delight! Newly built - beautifully appointed and spacious beach house. Step out of the door right on to Shell Point Beach. Private dock space for boaters or make use of the nearby boat ramp this is a great place for a fishing trip with friends and family.

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
4.9 out of 5 average rating, 136 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, 63 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.

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, 168 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.

Top guest favorite
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.
Home in Crawfordville
5.0 out of 5 average rating, 99 reviews

Wakulla River Retreat- “Treehouse” - Crawfordville

Escape, Explore, Relax, and Reconnect. This charming 2-story cottage is tucked back in the woods of a neighborhood that runs along the banks of the spring-fed Wakulla River. Cheery porches sit high up in the trees of our “treehouse” and the cottage is just a short walk to the river. Spend your vacation on retreat or get out and explore the area; the cottage is a quick drive to parks, rivers, beaches, and to Tallahassee.

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