
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!

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!

April Available! HotTub+Beach Gear+5 min to Town
-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

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.

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.

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!

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach
This is a separate, private studio with private entrance attached to the main house, but on the second floor above the garage. Your studio is completely separate upstairs floor behind a locked door. Laundry room is a connecting, shared space. I live in the main house. We will not cross paths unless you want to meet. Reminder: Airbnb is now charging hosts a 15% fee, so the price you see is not the price we gets. If you want to spend less, check out my Additional Photos.

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!

Cottage between Sanibel and Edison / Ford Estate
This is the ultimate getaway for our guests. Yes…. you’re going to have an entire house for yourself . Feel free to enjoy 2 bedroom / 2 bathroom house with a Florida room, plus outside patio with gazebo(BBQ) and large back yard. Our newly renovated retreat is in the perfect location that is close to the beach, near all the best restaurants, and has all the amenities you will need for a breezy family vacation. Free L2 EV charging in the garage! Cleaning fee only $49.

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 Estero Island
House rentals with a kayak

Private Palm Oasis - Close to Beach

Flirty Flamingo Gulf Access Cape Coral Home

Waterfront Escape w/ Kayaks, Luxe Kitchen, Hot Tub

Cape Coral Paradise, Waterfront, Patio, Pool, Spa

Luxe Canal Home, Boat Rental, Walk to Cape Harbour

Sanibel Causeway-New Villa Pool

Sunny Pool Beach/Island Escape in Comfy Canal Home

Heated Pool Home Near Fort Myers Beach
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

Luxury Waterfront Villa + Guest House

Captains Cottage
Other holiday rentals with a kayak

Family Vacation 5bd Pool HotTub Gulf Access

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

Lakefront: Heated Pool, Minutes From Sanibel 12PPL

Resort Style: Dock, Canal, Heated Pool, Games

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Matlacha Waterfront Home | Gulf Access & Pool

Stunning Views Penthouse-Waterview King Suite Golf
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- Gasparilla Island State Park
- Bunche Beach
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Warm Mineral Springs Park
- Manatee Park
- Stonebridge Country Club
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Sun Splash Family Waterpark




