
Holiday rentals with a kayak in Sanibel Island
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Sanibel Island
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!

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!

North Captiva Beachfront | 360° Views | Hot Tub
Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

Sunset Too: 1 house to shore-Golf Cart Pickleball,
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🛥️Shared boat dock - ask about availability 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏠 Professionally designed & extremely comfortable 😊24/7 local host support!

NEW - Heated Pool & Spa - Gulf Access Lake - BBQ
Exquisite waterfront home with Gulf access & lavish gold accents located in South Cape Coral! A world of refined luxury in this breathtaking 3-bedroom, 3-bath + office home, perfectly situated on a serene lake. Tarpon Point , Cape Harbour, & Downtown Cape Coral are just minutes away. Offering 2,350 square feet under air & an expansive 3,700 square feet total, this masterpiece blends opulence and elegance with unparalleled craftsmanship. Extended lanai for extra sun in the heated spa and pool.

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!

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities 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 STAY WITH US

Waterfront Retreat• Sunsets • Pool• Dock•Kayaks
If you’re looking for a place to slow down and soak up the sun, where mornings start with coffee on the dock and evenings end with sunsets over the canal, this is your place. Welcome to Sprocket Boathouse, a beautiful waterfront retreat with panoramic canal views. Spot turtles, herons and iguanas from your own private dock, spend the day fishing and kayaking, or unwind in the heated pool made for lazy afternoons. It’s the kind of place that makes you want to stay just one more night.

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.

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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!

Coastal Chic Island Escape
Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.
Popular amenities for kayak rentals in Sanibel Island
House rentals with a kayak

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

Sea you at the Cape

The Lily Pad + Waterfront + Pool + Golf Simulator

Cape VillaVista - Newly Listed!

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

Escape To Your Personal Lakefront Villa On 8 Lakes

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

Blue Laguna - Vacation in paradise!
Cottage rentals with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Luxury Waterfront Villa + Guest House

Captains Cottage

The FlipFlopper Beach House - North Captiva Island
Other holiday rentals with a kayak

Private Palm Oasis - Close to Beach

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Luxury new construction Villa Ocean Kiss on canal

New Luxe Beachfrnt, Specatular Ocean Views + Club!

VRCC Villa Alany-Miami style gem-lastminute deals

Pool! Sunset Lake Views!

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Sanibel Harbour Resort - 137: Stairs to Beach
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