Vacation rentals with a kayak in St. James City

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in St. James City

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Top guest favorite

A renovated home in a vibrant shade of green features a covered porch with outdoor seating. Palm trees provide a tropical ambiance, while a gravel area surrounds the property. Large windows allow natural light to enter, creating a welcoming entrance for guests.

Home in Saint James City

4.98 out of 5 average rating, 52 reviews

Enjoy the Salt Life w/Gulf Access Dock＋Kayak＋Bike

The "Pinfish", Gulf Access Island Home w/ Boat Dock. Located in the BEST area of Saint James City! Only a few minutes to open water. Perfect for those who want a relaxing stay and boaters with easy & quick access to fishing, shelling, or beaching. A Floating Dock for the included Kayaks & Paddleboards. This Renovated upgraded 2/1, sleeps 5, has everything you need. Fish from the dock, say hi to the Manatees that visit, bike/walk to the amazing local restaurants. Experience true Old Florida.

Top guest favorite

A tandem kayak and a paddle board are positioned on the concrete surface by the water. The vibrant blue kayak sits beside a pink and black paddle board, with lush greenery and the canal visible in the background.

Home in Saint James City

5 out of 5 average rating, 13 reviews

Charming Waterfront Home on Main Canal

Welcome to our waterfront home with direct access to the gulf! Located in St.James City, Pine Island, this beautifully renovated home, offers a spacious open concept style with two bedroom (Bedroom 1: Queen Bed+Bedroom 2: Bunk Bed (Queen Bottom+Full Top) and two bathrooms. Den with a Queen Size pullout sofa. Sanibel and Captiva Beach are a short boat ride away, area features world class fishing. Marina located on the same canal, home has dock to tie up boat. Tandem Kayak + Paddle Board available

Guest favorite

A serene outdoor space features a pool surrounded by a screened-in enclosure, with a hot tub adjacent to it. The area is enhanced by a Tiki Hut in the background, with views of the calming canal waters. An American flag is visible, gently waving overhead.

Home in Saint James City

4.91 out of 5 average rating, 46 reviews

Tropical Paradise! Gorgeous 3/3 Pool Home!

Zuzu’s Fancy is a wonderful 3 bedroom, 3 bathroom home in a quiet St. James City. This home is sure to please with its beautiful coastal décor and comfortable furnishings. Dolphins are often seen playing in the back canal while manatees swim in the front canal by the fire-pit. This home offers a screened in porch overlooking the canal, with a large Tiki Hut and large outdoor area. Bring your boat! You’ll find a great canal side dock complete with water and electric. *Pet friendly $150 applies

Top guest favorite

Home in Cape Coral

4.99 out of 5 average rating, 227 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Top guest favorite

A pathway lined with vibrant tropical vegetation is shown, featuring two kayaks resting against a white fence. One kayak is bright orange, while another is a soft blue, both positioned beside a stone paved walkway leading to the residence.

Guesthouse in Fort Myers

4.98 out of 5 average rating, 178 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Guest favorite

Home in Captiva

4.95 out of 5 average rating, 132 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Top guest favorite

A spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.

Guest suite in Matlacha Isles-Matlacha Shores

4.85 out of 5 average rating, 363 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Top guest favorite

An aerial view of the home reveals a spacious backyard adjacent to a yard canal. The property includes a screened-in pool area and various outdoor amenities. Distinct areas such as the master bedroom, guest room, and garage/game room are labeled, along with an outdoor shower and firepit.

Home in Cape Coral

4.97 out of 5 average rating, 116 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Top guest favorite

Home in Hamlet

4.99 out of 5 average rating, 210 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Top guest favorite

A serene waterfront view reveals calm waters reflecting the clear blue sky. Lush palm trees line the water's edge, and nearby homes with red and brown roofs create a peaceful atmosphere. The scene invites relaxation and appreciation of the natural surroundings.

Home in Cape Coral

4.98 out of 5 average rating, 106 reviews

“Red Sunset”Waterfront.Gulf Access Heated Pool.

Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

Top guest favorite

Home in Fort Myers

4.95 out of 5 average rating, 179 reviews

Cottage between Sanibel and Edison / Ford Estate

This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

Superhost

An outdoor seating area is arranged with woven furniture featuring blue cushions, positioned near a private pool. The tranquil water is visible beyond the pool area, framed by palm trees and lush greenery under a bright sky.

Villa in Hamlet

4.72 out of 5 average rating, 68 reviews

"House by the Sea"

You love the water... then this is your place to be! The 2-story villa with heated pool and Gulf access has been completly renovated in 2024! Start kayaking or by boat exploring the beautiful beaches and Mangroves right from the dock, direct access (Lift is not available right now but small boats can be tied at the dock). Catch your fish and enjoy it for dinner....watch Dolphins pass by.... The private pool privides a nice refreshment after a day out and about.