
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!

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!

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!

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.

Romance! Awesome Beach & Views! 5 Stars
Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

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!

The Great Escape Beach House/ Pool/ Dock
Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Cape Serenity- Luxury Waterfront Villa
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!

Gone Coastal!! Spa+Heated Pool Amenities Galore!
This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.
Popular amenities for kayak rentals in Estero Island
House rentals with a kayak

Luxury home with 2 master suites, large pool & spa

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

Nov Price Drop! Hot Tub/Games/Pets+5 min to Town

Peaceful Oasis

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

Sunset Canal - Waterfront Heated Salt Pool Golf

Escape To Your Personal Lakefront Villa On 8 Lakes

Jan Deals! Heated Pool/Spa+Puttputt+Kayaks+Karaoke
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

Spectacular house in fort myers facing the sea

Captains Cottage

5BR riverfront cottages with dock, kayaks, & patio
Other holiday rentals with a kayak

Villa Vita Bella Cape Coral South West Florida

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

Villa Serena

Pool! Sunset Lake Views!

Lover's Key at Siesta Dreams

Sunny Pool Beach/Island Escape in Comfy Canal Home

Heated Saltwater Pool+Infinity Edge-Serene Retreat

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
Destinations to explore
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