Holiday rentals with a kayak in St. James City

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in St. James City

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Top guest favourite

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 favourite

Home in Saint James City

5 out of 5 average rating, 12 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 favourite

Guest house in Fort Myers

4.89 out of 5 average rating, 107 reviews

1920s Private Charming Cozy Tiny Home

Discover this charming 1925 stand-alone house in a scenic river-view neighborhood, close to eateries & shops. Enjoy private parking, security system, Wi-Fi, &Smart TV. Just 2 miles from vibrant downtown river district with dining, art, shops, music, & museums. Nearby amenities include; public golf course (.5 mi), community pool (1 mi), laundry (2 mi), and several beaches (5 mi). Experience tranquility and modern updates in this cozy 366 sq ft home, discreetly located behind a private residence.

Top guest favourite

Home in Pelican

4.99 out of 5 average rating, 225 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 favourite

Guest house in Fort Myers

4.98 out of 5 average rating, 165 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!

Top guest favourite

Guest suite in Burnt Store

4.85 out of 5 average rating, 361 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!

Guest favourite

Home in Captiva

4.95 out of 5 average rating, 129 reviews

Steps To Private Beach Captiva Includes Golfcart

LABOR DAY SPECIALS Golf Cart and Club Membership 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 start making memories!

Top guest favourite

Home in Pelican

4.97 out of 5 average rating, 115 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 favourite

Home in Matlacha

4.99 out of 5 average rating, 207 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 favourite

Home in Caloosahatchee

4.98 out of 5 average rating, 105 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.

Superhost

Villa in Matlacha

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.

Superhost

Home in Saint James City

4.67 out of 5 average rating, 18 reviews

Beautiful 5/3 Pool, Saltwater Cove,Sleeps 10!

Luxury 5-Bedroom Home on Private Saltwater Cove with Stunning Views! Discover your dream waterfront retreat! This exquisite 5-bedroom home is perfectly situated on a private saltwater cove, offering breathtaking views and unparalleled tranquility. Step outside to your own brand-new pool and outdoor kitchen, perfect for entertaining. Enjoy alfresco dining and lounging in the beautifully designed outdoor space, complete with a TV for ultimate relaxation.