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

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

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!

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!

Bahia Villa | Coastal Waterfront Retreat Pool
Discover Bahia Villa, a private waterfront retreat on Fort Myers Beach with pool, dock, and space for up to 10 guests. The Villa is the entire home (both Penthouse & Poolside units) for the ultimate coastal getaway. Enjoy two kitchens, two living areas, and four bedrooms — perfect for families or groups seeking comfort and privacy under one roof. Lounge by the pool, fish from your private dock, or stroll just four minutes to the beach. Modern coastal interiors, open-concept living, and tropic

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…

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.

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!

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.

Blue Heaven*Pool duplex perfect for 2 families!
Escape to Fort Myers Beach and experience a classic Florida getaway! You just found the perfect spot for your vacation, located on a quiet, bayside canal, just a few minutes’ walk from the beautiful white sugar sand beach. This is a duplex, with 2 beautifully designed 3-bedroom homes that share a pool. This recently remodeled gem, offers the perfect solution for 2 or 3 families traveling together. Comfortable and well equipped, you’ll find everything you’ll need for a relaxing vacation.

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.

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 🌸
Popular amenities for kayak rentals in Estero Island
House rentals with a kayak

Flirty Flamingo Gulf Access Cape Coral Home

Palmetto Beach Cottage - 5 min walk to beach

Excellent Location! Gulf Access, Heated Pool Chic!

Turtle Cove | FREE Pool Heat • Kayaks • Fishing

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

Boater’s Paradise: No-Bridge Gulf Access & Pool

Summer Specials|Pool|Fish|Kayak|Gulf Access Canal|

Heated Infinity Pool & Spa | Lake | Gulf Access
Cottage rentals with a kayak

Cottage Close to Vanderbilt Beach Heated Pool

Waterfront Matlacha Cottage - Sunsets & Fishing!

Villa The Island Hideaway 2

Sunset Cottage: Lake Front

The Enchanted Cottage on the Imperial River

Waterfront/Kayaks/True Salt Life Bliss!

Quiet Riverside Cottage in Downtown Bonita Springs

Captains Cottage
Other holiday rentals with a kayak

Owner-Managed Direct Gulf Front Amazing Sunsets

"Seahorse Villa" by the water Pool & Spa +Tiki Hut

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

Boaters paradise 8 pple heated pool, kayaks & pet

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

Mediterranean Waterfront Estate on Caloosahatchee

Waterfront Home: Private Pool & Stunning Sea Views

Turtle Cove
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