
Vacation rentals with a kayak in Sanibel Island
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Sanibel Island
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Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal, 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. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!
4.98 out of 5 average rating, 249 reviews
WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking
4.99 out of 5 average rating, 116 reviews
Lookout Escape: Heated Pool, Golf Cart, Outdoor Ba
💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!
5.0 out of 5 average rating, 57 reviews
Beachfront | Pvt Fishing Dock, Shelling, Sunrises
🏝️Latitude Adjustment on North Captiva 👨👩👦Family Friendly 🏖️Private Beachfront 🎣Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more 🏊♂️Island Club Membership (pools,kayaks,basketball) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner available from booking-checkout 👩✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included 🛜High Speed Wifi Contact us today!
5.0 out of 5 average rating, 84 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!
4.99 out of 5 average rating, 266 reviews
Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.
4.97 out of 5 average rating, 468 reviews
Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!
4.91 out of 5 average rating, 143 reviews
Island Paradise-The Sandy Banana-across from beach
Relax and enjoy a little taste of paradise in this beautiful home with 3 master suites and a large loft area that has twin beds that double as a sofa, its own coffee bar and mini fridge. Tucked in and surrounded by beautiful sea grapes and palm trees you'll feel like its your own private oasis. Located on the quiet west end of Sanibel Island only a two minute stroll to one of the quietest beaches on the island. You're sure to enjoy nightly sunsets over the Gulf of Mexico during your stay!
5.0 out of 5 average rating, 24 reviews
Beachfront condo on Sanibel - Sandalfoot 2B1
Step into the perfect island getaway at Unit 2B1 at Sandalfoot Beachfront Condominium, located on East Beach near the Sanibel Lighthouse. Professionally managed by Gulf Coast Vacation Rentals, this inviting 1-bedroom,1-bath condo on the ground floor offers gulf views and is just steps from Sanibel Island's pristine, sugar-white beaches, offering you easy access to everything this tropical paradise has to offer. Recently renovated, the unit has been thoughtfully updated to provide you with the
4.85 out of 5 average rating, 13 reviews
Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.
4.99 out of 5 average rating, 186 reviews
Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.
4.99 out of 5 average rating, 118 reviews
Sanibel on the Canal
Studio living space in quiet residential neighborhood. Twin bunk over full size bed, kitchen with electric frying pan, electric cooking plate, (no stove) microwave, full size refrigerator, dining space, couch, propane BBQ grill, Wi-fi, and TV with cable. Spa. 3 season pool . Bikes, 3 kayaks (one fishing). all Beach toys. Located on a canal - underwater lights assure plenty of fish viewing at night. Dolphins and manatees are frequent guests, and fishing is allowed from the dock.
4.97 out of 5 average rating, 29 reviewsPopular amenities for Sanibel Island kayak rentals
House rentals with a kayak

Flirty Flamingo Gulf Access Cape Coral Home
4.97 out of 5 average rating, 168 reviews
Waterfront villa w/ heated pool & lake view.
4.94 out of 5 average rating, 188 reviews
2 Kings, Pool, Gulf Canal, Game Room and Kayaks
4.98 out of 5 average rating, 141 reviews
“Red Sunset”Waterfront.Gulf Access Heated Pool.
4.97 out of 5 average rating, 126 reviews
NEW!Pelican Paradise Retreat - Gulf Access
4.96 out of 5 average rating, 24 reviews
Luxury Oasis w/ Heated Pool, Theater Room & Dock!
4.97 out of 5 average rating, 33 reviews
Ocean View, Heated Pool, Pickleball +Walk to Beach
4.95 out of 5 average rating, 99 reviews
Dolphin Cottage | Beach front | Sunset Cruise
5.0 out of 5 average rating, 3 reviewsCottage rentals with a kayak

Cottage Close to Vanderbilt Beach Heated Pool
4.91 out of 5 average rating, 291 reviews
Waterfront Matlacha Cottage - Sunsets & Fishing!
4.93 out of 5 average rating, 59 reviews
The FlipFlopper Beach House - North Captiva Island
4.94 out of 5 average rating, 84 reviews
Sunset Cottage: Lake Front
5.0 out of 5 average rating, 38 reviews
Villa The Island Hideaway 2
4.67 out of 5 average rating, 55 reviews
The Enchanted Cottage on the Imperial River
4.99 out of 5 average rating, 76 reviews
Waterfront/Kayaks/True Salt Life Bliss!
4.91 out of 5 average rating, 111 reviews
Captains Cottage
4.66 out of 5 average rating, 222 reviewsOther vacation rentals with a kayak

ON-SANIBEL 4 Kayaks 4 Bikes Wi-Fi - WATERFRONT
4.7 out of 5 average rating, 214 reviews
Mediterranean Waterfront Estate on Caloosahatchee
5.0 out of 5 average rating, 8 reviews
Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
4.95 out of 5 average rating, 19 reviews
Vietnam-Inspired Cape Villa
4.98 out of 5 average rating, 57 reviews
Bonaire Grand Luxury Villa
4.88 out of 5 average rating, 17 reviews
Heated Infinity Pool & Spa | Lake | Gulf Access
4.91 out of 5 average rating, 44 reviews
Loaded! Gulf Access • Heated Pool • No Pet Fee!
5.0 out of 5 average rating, 32 reviews
Lover's Key Resort Unit #807
4.91 out of 5 average rating, 81 reviewsDestinations to explore
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