
Holiday rentals with a kayak in Captiva
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Captiva

Nightly prices starting at
Captiva holiday rentals start at €413 per night before taxes and fees

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Over 150 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva rentals

4.9 Average rating
Captiva stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with kayak in Captiva
Guests agree: these rentals with 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!
4.98 out of 5 average rating, 249 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
" 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.
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!
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.✨
5.0 out of 5 average rating, 3 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
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
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.
4.94 out of 5 average rating, 31 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.
4.94 out of 5 average rating, 84 reviewsPopular amenities for kayak rentals in Captiva
House rentals with a kayak

Relaxing Waterfront Retreat: 1400 sq ft Home
4.96 out of 5 average rating, 211 reviews
WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
4.99 out of 5 average rating, 116 reviews
Cayo Costa Paradise Found
4.93 out of 5 average rating, 27 reviews
Sun, Sand, Unplug, Island Beach House Sleeps 12
4.81 out of 5 average rating, 36 reviews
Bokeelia Daydreamin' 4 bedroom with Pool!
5.0 out of 5 average rating, 4 reviews
Turquoise Tortoise North Captiva
4.96 out of 5 average rating, 47 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 reviewsCottage rentals with a kayak

Waterfront Matlacha Cottage - Sunsets & Fishing!
4.93 out of 5 average rating, 59 reviews
The Enchanted Cottage on the Imperial River
4.99 out of 5 average rating, 76 reviews
Villa The Island Hideaway 2
4.67 out of 5 average rating, 55 reviews
Sunset Cottage: Lake Front
5.0 out of 5 average rating, 38 reviews
Waterfront/Kayaks/True Salt Life Bliss!
4.91 out of 5 average rating, 111 reviews
Quiet Riverside Cottage in Downtown Bonita Springs
5.0 out of 5 average rating, 19 reviews
Flamingo Bay Cottage
5.0 out of 5 average rating, 8 reviews
Captains Cottage
4.66 out of 5 average rating, 222 reviewsOther holiday rentals with a kayak

Sanibel Island - Steps From Beach - Sandalfoot 2B2
4.93 out of 5 average rating, 28 reviews
Sanibel on the Canal
4.97 out of 5 average rating, 29 reviews
Sunrise Bay - North Captiva 2 carts!
4.96 out of 5 average rating, 53 reviews
Salt Shack -North Captiva Island Waterfront-Dock
5.0 out of 5 average rating, 10 reviews
Mediterranean Waterfront Estate on Caloosahatchee
5.0 out of 5 average rating, 8 reviews
"House by the Sea"
4.73 out of 5 average rating, 82 reviews
Bonaire Grand Luxury Villa
4.88 out of 5 average rating, 17 reviews
The Pearl - luxury high end villa on water, pool
5.0 out of 5 average rating, 3 reviewsDestinations to explore
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