
Holiday rentals with a kayak in Wakulla County
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Top-rated rentals with kayak in Wakulla County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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 😉

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.

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.

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

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.

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.

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)

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.

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.

Historic Driftwood Cottage Waterfront - Pets OK
Step back in time in this waterfront 1900's farmhouse on the bay. Heart-pine floors and marble countertops have that "Hemmingway" vibe. A mix of old and new feels warming! Enjoy the private dock and watch the sunset in this nature filled fishing town. 3 Kayaks included. Lanark boat ramp 1/4 mile away. Drop in your vessel at Lanark boat ramp and tie off on your own dock for the duration of your Driftwood Cottage Stay! Pet friendly 50 pounds or less
Popular amenities for kayak rentals in Wakulla County
House rentals with a kayak

Palmetto Pearl: Hidden Gem of St. Teresa Beach

Gulf Breeze

Dock, Boat Lift & Golf Cart on Alligator Point

Waterfront on Peaceful Live Oak Island

Deepwater Lighted Dock • Sunrise Views • Sleeps 6

Kayak and Fish the bay, view 5 star sunsets

Direct beachfront private luxury villa Sea La Vie

Shoreline Serenity- The Golden Goat on the Bay
Cottage rentals with a kayak

Beachfront Retreat w/ Dock in Lanark Village!

Cozy Waterfront 'Island House' on Live Oak Island!

Serenity Bay Retreat

Beach & Dock Access: Lanark Village Escape!

Canal Front/Game Room/Short Walk to Beach/PingPong
Other holiday rentals with a kayak

Waterfront | Private Beach, Dock, Fishing, Kayaks

Nirvana Beachfront Home

Lighthouse Beach is located on Carrabelle Beach!

SeaMonkey:Oceanview from porch, pets welcome, pool

La Belle Amare

Relax at The Seagrass Cottage

Oyster Treehouse

Waterfront Gulfview w/Dock & Kayaks
Destinations to explore
- Beachfront rentals Wakulla County
- Hotel rooms Wakulla County
- Flat rentals Wakulla County
- House rentals Wakulla County
- Rentals with a hot tub Wakulla County
- Apartment rentals Wakulla County
- Pet-friendly rentals Wakulla County
- Rentals with pools Wakulla County
- Family-friendly rentals Wakulla County
- Rentals with lake access Wakulla County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Florida State University
- Shell Point Beach
- Alfred B. Maclay Gardens State Park
- Cascades Park
- Fred O. Drake Park at Lake Ella
- Doak Campbell Stadium
- Railroad Square Art District
- Dr Julian G Bruce Saint George Island State Park
- St. Marks Lighthouse
- Tom Brown Park
- Mashes Sands Beach
- Edward Ball Wakulla Springs State Park
- Tallahassee Automobile Museum
- Backwoods Crossing
- Bald Point State Park





