
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 $89 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
60 of Sanibel holiday rentals include wifi 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 rentals with kayak in Sanibel
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!

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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!

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

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!

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

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.

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.

Waterfront Villa•Heated Pool•Dock•Fishing•Kayaks•
Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the house gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

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!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!
Popular amenities for kayak rentals in Sanibel
House rentals with a kayak

Waterfront Family Retreat/Heated Pool/kayaks&Games

Bayfront Bliss

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

Bliss on Eternity

The Great Escape Beach House/ Pool/ Dock

Island Fun In The Sun! Water on 2 Sides

Cape Escape | Hot Tub | Heated Pool | Game Room

Belle Rio Paradise - Pool Home near beach on canal
Cottage rentals 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

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Captains Cottage

Boat Paradise Gulf Access 2,000 sf home 62 ft dock
Other holiday rentals with a kayak

Private Palm Oasis - Close to Beach

Sunset Cove! Canal front home with heated pool/spa

3 br | 3 ba | htd pool | Gulf Access | Paradise

Sunrise-Waterfront Cottage

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Lover's Key Resort Unit #807

Manatee Suite 2 / Funky Fish House at Cape Harbour

Golden Pearl | Luxury Villa | Pool | Dock | Games
When is the best time to visit Sanibel?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $330 SGD | $382 SGD | $242 SGD | $240 SGD | $236 SGD | $236 SGD | $242 SGD | $224 SGD | $228 SGD | $237 SGD | $245 SGD |
| 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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
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- Rentals with a washing machine and dryer Sanibel
- Townhouse rentals Sanibel
- Apartment rentals Sanibel
- Rentals with outdoor seating Sanibel
- Rentals with a fireplace Sanibel
- Rentals with a hot tub Sanibel
- Rentals with a patio Sanibel
- Cottage rentals Sanibel
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- Hotel rooms Sanibel
- Flat rentals Sanibel
- Rentals with beach access Sanibel
- Rentals with pools Sanibel
- Luxury rentals Sanibel
- Rentals with a firepit Sanibel
- Family-friendly rentals Sanibel
- Pet-friendly rentals Sanibel
- Beachfront rentals Sanibel
- Waterfront rentals Sanibel
- Beach apartment rentals Sanibel
- Fitness-friendly rentals Sanibel
- Rentals with lake access Sanibel
- Rentals with an EV charger Sanibel
- Rentals with a kayak Lee County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Blind Pass Beach
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Boca Grande Pass
- Stonebridge Country Club
- Bowman's Beach
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course




