
Holiday rentals with a kayak in North Captiva Island
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in North Captiva 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!
LocationOutdoor spacesSleep quality
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
Outdoor spacesLocationLong stay
4.99 out of 5 average rating, 116 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, 266 reviews
" Here Comes The Fun" Absolutely Magnificent! Home
HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.
LocationOutdoor spacesCheckout
5.0 out of 5 average rating, 24 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!
ValueOutdoor spacesCheck-in
4.91 out of 5 average rating, 143 reviews
Dolphin Cottage | Beach front | Sunset Cruise
🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨
BeachViewHospitality
5.0 out of 5 average rating, 3 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
Outdoor spacesLocationBiking
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.
ValueLocationBackyard
4.99 out of 5 average rating, 117 reviews
Sunrise Bay - North Captiva 2 carts!
Welcome to paradise! Two golf carts! Enjoy this just fully-updated modern paradise. Located on the charming island of North Captiva (not to be confused with Captiva), accessible by ferry, private boat or plane, you will feel like you are in another country. Rental includes 2 golf carts (no cars on island) and 2 large kayaks. Play on the wild beach with your kids, write your novel or get a drink at the tiki bar, it is all magical! Boat slip is available upon request for a nightly fee.
Outdoor spacesValueFamily
4.96 out of 5 average rating, 53 reviews
Panoramic Gulf Views | Heated Pool | Beach
🧭 The Compass Rose | Beach Getaway 🌴 Welcome to our 4 bed, 3 bath island retreat. Room for 10 guests with a private heated pool. ✔️Rooftop deck ✔️ Screened in porches ✔️4 king beds and 3 full baths ✔️2 carts, 4 kayaks, beach gear, ping pong, foosball, cornhole and Golden Tee ✔️Gourmet kitchen with oven, cooktop, and multiple fridges ✔️50 yards to the Gulf beach - walk or drive, its your choice Settle in, head for the beach, and enjoy the pool and game spaces at your own pace.
LocationValueAccuracy
4.94 out of 5 average rating, 31 reviews
Cape Serenity- Luxury Waterfront Residence
This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!
LocationValueHeating
4.9 out of 5 average rating, 130 reviews
The FlipFlopper Beach House - North Captiva Island
FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.
LocationOutdoor spacesBeach
4.94 out of 5 average rating, 84 reviewsPopular amenities for North Captiva Island kayak rentals
Holiday House Rentals with a Kayak

Luxury WaterFront Villa•Pool•Dock•Arcade•Kayaks
LocationOutdoor spacesBeach
4.99 out of 5 average rating, 163 reviews
2 Kings, Pool, Gulf Canal, Game Room and Kayaks
ValueOutdoor spacesComfort
4.98 out of 5 average rating, 141 reviews
“Red Sunset”Waterfront.Gulf Access Heated Pool.
ValueLocationCheck-in
4.97 out of 5 average rating, 126 reviews
Sun, Sand, Unplug, Island Beach House Sleeps 12
LocationOutdoor spacesCleanliness
4.81 out of 5 average rating, 36 reviews
Cayo Costa Paradise Found
ValueLocationAccess
4.93 out of 5 average rating, 27 reviews
Turquoise Tortoise North Captiva
LocationValueFamily
4.96 out of 5 average rating, 47 reviews
Bokeelia Daydreamin' 4 bedroom with Pool!
LocationOutdoor spacesAmenities
5.0 out of 5 average rating, 4 reviews
Island Paradise-The Sandy Banana-across from beach
LocationOutdoor spacesComfort
5.0 out of 5 average rating, 24 reviewsCottages with a kayak

Waterfront Matlacha Cottage - Sunsets & Fishing!
Outdoor spacesValueBathroom
4.93 out of 5 average rating, 58 reviews
Sunset Cottage: Lake Front
LocationOutdoor spacesHospitality
5.0 out of 5 average rating, 38 reviews
Villa The Island Hideaway 2
LocationOutdoor spacesFamily
4.67 out of 5 average rating, 55 reviews
Waterfront/Kayaks/True Salt Life Bliss!
Outdoor spacesLocationHospitality
4.91 out of 5 average rating, 111 reviews
Captains Cottage
ValueOutdoor spacesTV
4.66 out of 5 average rating, 222 reviews
Flamingo Bay Cottage
Outdoor spacesValuePets
5.0 out of 5 average rating, 8 reviews
The Coqui Palace
Outdoor spacesLocationHeating
4.88 out of 5 average rating, 42 reviews
Boat Paradise Gulf Access 2,000 sf home 62 ft dock
LocationOutdoor spacesTV
4.93 out of 5 average rating, 54 reviewsOther holiday rentals with a kayak

Salt Shack -North Captiva Island Waterfront-Dock
Outdoor spacesLocationCondition
5.0 out of 5 average rating, 10 reviews
"House by the Sea"
LocationOutdoor spacesHospitality
4.73 out of 5 average rating, 82 reviews
Sunset view Villa
LocationValueAmenities
4.95 out of 5 average rating, 43 reviews
Luxurious Coastal Beach Style-Panoramic Water View
Outdoor spacesValueCleanliness
5.0 out of 5 average rating, 34 reviews
Sanibel on the Canal
ValueOutdoor spacesBarbecue
4.97 out of 5 average rating, 29 reviews
6BR SW Villa - Canal Pool Retreat, putting green
LocationNearbyKitchen
4.95 out of 5 average rating, 22 reviews
Bluewater-4 bedroom, 4 bath luxury Villa - Vesteva
LocationOutdoor spacesCheck-in
5.0 out of 5 average rating, 6 reviews
Boater’s Paradise: No-Bridge Gulf Access & Pool
LocationOutdoor spacesAccuracy
5.0 out of 5 average rating, 38 reviewsDestinations to explore
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