
Holiday rentals with a kayak in Sanibel Island
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Sanibel Island
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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!
Outdoor spacesLocationBathroom
4.98 out of 5 average rating, 243 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
LocationOutdoor spacesLayout
4.99 out of 5 average rating, 115 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!
ValueOutdoor spacesBiking
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!
LocationOutdoor spacesLayout
4.99 out of 5 average rating, 264 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!
LocationOutdoor spacesPool
4.91 out of 5 average rating, 142 reviews
Sanibel Island - Steps From Beach - Sandalfoot 2B2
Welcome to Unit 2B2 at Sandalfoot Beachfront Condominium, professionally managed by Gulf Coast Vacation Rentals. Enjoy beautiful gulf views from this peaceful 1-bedroom, 1-bath retreat where the beauty of Sanibel Island is right at your doorstep. Situated on the second floor, this updated condo offers easy access to the beach and provides a calm, serene atmosphere that’s perfect for your next getaway. Fully renovated, this unit now features modern amenities designed to enhance your comfort and
LocationOutdoor spacesTV
4.93 out of 5 average rating, 27 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!
Outdoor spacesLocationHospitality
5.0 out of 5 average rating, 23 reviews
Sanibel Island House Beach Community/Pool Access
A private natural getaway Located on the beautiful island of Sanibel, Florida Two-story, freshly remodeled with a garage 1920 total sq. ft of living area 2 community pools in walking distance All new flooring, appliances, furniture, outdoor grill, Nautilus workout equipment Walk or ride with the provided beach bikes to the beach path. High-speed Wi-Fi, Dish TV, and Apple TV Smart TVs in every room World-class shelling, boating, fishing Nature trails, shopping, museums Blind Pass fishing
Outdoor spacesLocationWalkability
4.91 out of 5 average rating, 11 reviews
NEW! Beachfront!3BR Suites Sustainable Home+Dock
NEW LISTING!! 💰No nickel & diming—AirBnb & cleaning fees included! 🚤 Boat-access-only retreat with private dock 🏖️ Steps to pristine beach 🌊 Panoramic water views from every room 🛏️ 3 private queen ensuites 🍽️ Premium kitchen + grill ☀️ Tesla solar + 🚀 Starlink WiFi 🛁 Breathtaking sunset views 🛶 Kayak, SUP & e-bikes included 🌿 Surrounded by protected preserve; only one nearby home 🐬 Incredible wildlife viewing ✨ Perfect for nature lovers, anglers & tranquility seekers
LocationValueGetting around
5.0 out of 5 average rating, 13 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.
Outdoor spacesLocationLayout
4.99 out of 5 average rating, 116 reviews
Tropical Sunset Villa•Pool•Dock•Arcade•Kayaks
Welcome to Sprocket Boathouse, your private waterfront escape overlooking one of Cape Coral’s widest canals. Soak up the Florida sunshine from your private heated pool (heat included, no extra fees), then watch incredible sunsets over the water. Kayak the canals or fish straight from your private dock, with kayaks & rods included. Keep an eye out for the local wildlife…iguanas, turtles, herons & more. We’ve thoughtfully created every corner with love to make this your dream escape 🌸
ValueLocationCheck-in
4.99 out of 5 average rating, 161 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.
ValueLocationNearby
4.97 out of 5 average rating, 29 reviewsPopular amenities for Sanibel Island kayak rentals
Holiday House Rentals with a Kayak

Waterfront villa w/ heated pool & lake view.
LocationOutdoor spacesBathroom
4.94 out of 5 average rating, 188 reviews
2 Kings, Pool, Gulf Canal, Game Room and Kayaks
ValueLocationWi-Fi
4.98 out of 5 average rating, 141 reviews
Flirty Flamingo Gulf Access Cape Coral Home
ValueOutdoor spacesHospitality
4.97 out of 5 average rating, 168 reviews
Canal, Boat Rental, Hot tub, Bikes & Kayaks
ValueLocationQuiet
5.0 out of 5 average rating, 35 reviews
Pearl of the Island for 2
ValueLocationLong stay
5.0 out of 5 average rating, 17 reviews
Boaters paradise 8 pple heated pool, kayaks & pet
Outdoor spacesLocationComfort
4.9 out of 5 average rating, 83 reviews
Boater’s Paradise: No-Bridge Gulf Access & Pool
LocationOutdoor spacesFamily
5.0 out of 5 average rating, 37 reviews
The Great Escape Beach House/ Pool/ Dock
Outdoor spacesLocationQuiet
4.98 out of 5 average rating, 42 reviewsCottages with a kayak

Cottage Close to Vanderbilt Beach Heated Pool
LocationValueBathroom
4.91 out of 5 average rating, 288 reviews
The FlipFlopper Beach House - North Captiva Island
LocationOutdoor spacesHot tub
4.94 out of 5 average rating, 84 reviews
Waterfront Matlacha Cottage - Sunsets & Fishing!
LocationOutdoor spacesSleep quality
4.93 out of 5 average rating, 57 reviews
Sunset Cottage: Lake Front
Outdoor spacesLocationBackyard
5.0 out of 5 average rating, 36 reviews
Villa The Island Hideaway 2
Outdoor spacesLocationDecor
4.67 out of 5 average rating, 55 reviews
The Enchanted Cottage on the Imperial River
LocationOutdoor spacesKitchen
4.99 out of 5 average rating, 76 reviews
Waterfront/Kayaks/True Salt Life Bliss!
LocationOutdoor spacesBreakfast
4.91 out of 5 average rating, 111 reviews
Quiet Riverside Cottage in Downtown Bonita Springs
LocationOutdoor spacesPets
5.0 out of 5 average rating, 19 reviewsOther holiday rentals with a kayak

"House by the Sea"
ValueLocationBathroom
4.73 out of 5 average rating, 81 reviews
Dolphin Cottage | Beach front | Sunset Cruise
ViewHospitalityGetting around
5.0 out of 5 average rating, 3 reviews
Cape Escape | Hot Tub | Heated Pool | Game Room
LocationOutdoor spacesCondition
5.0 out of 5 average rating, 29 reviews
Lakefront: Heated Pool, Minutes From Sanibel 10PPL
LocationValueBeach
5.0 out of 5 average rating, 36 reviews
Beautiful 5/3 Pool, Saltwater Cove,Sleeps 10!
ValueLocationIndoor spaces
4.79 out of 5 average rating, 33 reviews
Lover's Key Resort Unit #807
LocationValueCondition
4.91 out of 5 average rating, 80 reviews
ON-SANIBEL 4 Kayaks 4 Bikes Wi-Fi - WATERFRONT
Outdoor spacesValueAir conditioning
4.71 out of 5 average rating, 213 reviews
Sunset Views | Waterfront Pool & Hot Tub Home
Outdoor spacesLocationGetting around
4.96 out of 5 average rating, 50 reviewsDestinations to explore
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