
Vacation rentals with a kayak in Estero Island
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Estero Island
Guests agree: these kayak rentals 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!
LocationValueGrill

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 spacesLocationPool

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!
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Bayfront Bliss
Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!
Outdoor spacesLocationAccess

Gulf access Water front 3BD/2BH Boater’s Pool
Welcome to our Newly Renovated House in the Best Location of Cape Coral. This house will be a perfect option for families and friend who want to create unforgettable experiences. Why Book with Us? - 5 Min walking distance to Downtown. - Luxury Neighborhood - Access to the Gulf - great canal view and fishing spot - Pool Table - Kayaks and Bicicles Included - 10 guests (1 Queen Bed , 2 Twin, Queen Sofa Bed.) - Free Parking (4 Cars) - Fully Equipped Kitchen - Fast Wi-Fi - Private Patio…
ValueLocationTV

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki
This charming two-bedroom, one-bathroom home is perfect for families, offering comfortable beds and a relaxing atmosphere. Just under half a mile to the beach, Margaritaville, and great restaurants, it’s ideally located for both fun and convenience. Outside, enjoy a private oasis with a saltwater pool, hot tub, and a patio featuring a grilling area and dining space. The large tiki hut offers a lounge area with a smart TV. Located on a canal, it’s perfect for kayaking or fishing off the dock.
Outdoor spacesLocationCleanliness

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.
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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! EV Charging!
LocationOutdoor spacesWifi

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.
Outdoor spacesLocationDecor

Luxury WaterFront Villa•Pool•Dock•Arcade•Kayaks
Welcome to Sprocket Boathouse, your private waterfront escape overlooking one of Cape Coral’s widest canals. Soak up the Florida sunshine from your private heated pool (heat included, no extra fees), then watch incredible sunsets over the water. Kayak the canals or fish straight from your private dock, with kayaks & rods included. Keep an eye out for the local wildlife…iguanas, turtles, herons & more. We’ve thoughtfully created every corner with love to make this your dream escape 🌸
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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!
LocationValueHot tub

“Red Sunset”Waterfront.Gulf Access Heated Pool.
Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.
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Popular amenities for Estero Island kayak rentals
House rentals with a kayak

Bahia Villa | Coastal Waterfront Retreat Pool
LocationOutdoor spacesCleanliness

Seaside Villa Aqua
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Blue Sky Beach Escape * beach, pool and relaxation
Outdoor spacesLocationCheck-in

NEW!Pelican Paradise Retreat - Gulf Access
Outdoor spacesLocationWifi

Excellent Location! Gulf Access, Heated Pool Chic!
LocationValueCleanliness

Gulf Access Home with Heated Pool in Yacht Club
Outdoor spacesLocationRiver

Cozy 2 bedroom on the canal with pool and hot tub!
Outdoor spacesLocationBathroom

Top Location, next to Waterpark, Bowling, MiniGolf
LocationNearbyHospitality
Cottage rentals with a kayak

Cottage Close to Vanderbilt Beach Heated Pool
ValueLocationKitchen

Waterfront Matlacha Cottage - Sunsets & Fishing!
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Villa The Island Hideaway 2
LocationOutdoor spacesQuiet

The Enchanted Cottage on the Imperial River
ValueOutdoor spacesHospitality

Sunset Cottage: Lake Front
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Waterfront/Kayaks/True Salt Life Bliss!
ValueOutdoor spacesComfort

Flamingo Bay Cottage
Outdoor spacesValueAccuracy

Quiet Riverside Cottage in Downtown Bonita Springs
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Other vacation rentals with a kayak

Owner-Managed Direct Gulf Front Amazing Sunsets
LocationHikingKitchen

Waterfront Home: Private Pool & Stunning Sea Views
ValueLocationHot tub

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

Renovated 4/4 with Fishing, Pool, Boating, Beach
Outdoor spacesLocationFamily

Turtle Cove | FREE Pool Heat • Kayaks • Fishing
LocationOutdoor spacesLaundry

Bonaire Grand Luxury Villa
Outdoor spacesLocationFamily

Turtle Cove
LocationOutdoor spacesBiking

Private Pool/Yard - Walk to Dinner - Dog Friendly
LocationDecorComfort
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