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

Total holiday rentals
Explore 60 holiday rentals in Sanibel

Nightly prices starting at
Sanibel holiday rentals start at $101 AUD per night before taxes and fees

Verified guest reviews
Over 1,220 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Sanibel holiday rentals include Wi-Fi access

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

4.8 Average rating
Sanibel stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Accommodation with a Kayak in Sanibel
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!

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!

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!

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

Beachfront Oasis w/ Golf Cart and Paddle Boards!
💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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
BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL 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 proximity/ steps to the beach

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife
A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

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.

Ocean View, Heated Pool, Pickleball +Walk to Beach
❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

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.

Sunset Cottage: Lake Front
This home boasts spectacular sunset and lakeside views right from your own spa or pool. Enjoy swimming in the private heated saltwater pool, unwind in the jetted hot tub, or let the kids splash around on the bubbling splash pad! We’ve got all the amenities you need, including bicycles, kayaks, beach gear, fishing gear, ping pong, foosball, and a gas grill, so all you have to do is bring your suitcase and toothbrush!
Popular amenities for Sanibel kayak rentals
Holiday House Rentals with a Kayak

Bayfront Bliss

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

Caloosahatchee Hideaway II-Waterfront Retreat

Intervillas Florida - Villa Xanadu

Cape Escape | Hot Tub | Heated Pool | Game Room

Sanibel Causeway-New Villa Pool

Gone Coastal!! Spa+Heated Pool Amenities Galore!

Golden Pearl | Luxury Villa | Pool | Dock | Games
Cottages with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

Flamingo Bay Cottage

Quiet Riverside Cottage in Downtown Bonita Springs

The Coqui Palace

Cape Lake House Lake Front

Captains Cottage
Other holiday rentals with a kayak

Private Palm Oasis - Close to Beach

Gulf Access/Heated Pool & Jacuzzi/Up to 8

The Great Escape Beach House/ Pool/ Dock

Casita Salida del Sol-Waterfront

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Cape Paradise

Sanibel Harbour Resort - 137: Stairs to Beach

Cayo Costa Paradise Found
When is the best time to visit Sanibel?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 AUD | $404 AUD | $375 AUD | $274 AUD | $271 AUD | $267 AUD | $267 AUD | $274 AUD | $254 AUD | $258 AUD | $268 AUD | $277 AUD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Destinations to explore
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- Rentals with a kayak Lee County
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- Rentals with a kayak United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- Jetblue Park
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Ave Maria University
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Coconut Point





