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Vacation rentals with a kayak in Naples

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Naples

  • Total vacation rentals

    Explore 50 vacation rentals in Naples

  • Nightly prices starting at

    Naples vacation rentals start at €79 per night before taxes and fees

  • Verified guest reviews

    Over 2,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Naples vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Naples rentals

  • 4.9 Average rating

    Naples stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated kayak rentals in Naples

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.
Home in East Naples

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

4.94 out of 5 average rating, 163 reviews
Top guest favorite
Home in East Naples

Naples Cottage for two- your own private home

Welcome to your own, private home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish, kayak & explore right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Trails, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you

4.95 out of 5 average rating, 194 reviews
Top guest favorite
The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.
Guesthouse in Iona

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!

4.98 out of 5 average rating, 249 reviews
Top guest favorite
The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.
Home in Pelican

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!

4.99 out of 5 average rating, 266 reviews
Top guest favorite
A private patio area features a smooth surface bordered by lush tropical plants and colorful flowers. A three-tiered blue water fountain adds a calming element, accompanied by comfortable seating arrangements. The space is set against a backdrop of vibrant greenery, presenting a serene outdoor escape.
Guest suite in North Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

4.97 out of 5 average rating, 468 reviews
Top guest favorite
A spacious sleeping area features a king-size bed with a white, textured comforter and two dark blue pillows. A wall-mounted HD TV is positioned for viewing. A white dresser and wardrobe complement the decor, with light streaming in from a window adorned with soft curtains.
Guest suite in Bonita Springs

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach

This is a separate, private studio with private entrance attached to the main house, but on 2nd floor above garage. You are on a completely separate floor behind a locked door. Laundry rm. is a connecting, shared space. I live in the main house. We don’t cross paths unless you want to meet. Save $ with our FREE bikes & kayaks - launch in backyard! Reminder: Airbnb is now charging hosts a 15% fee. The price you see is not the price I get. If you want to spend less, check out Additional Photos.

4.99 out of 5 average rating, 334 reviews
Guest favorite
A single-story home is set amidst lush greenery and landscaped gardens. A circular driveway leads to a covered entrance, with palm trees framing the front yard. The exterior features a neutral-colored facade, complemented by a gray garage door and a welcoming front porch.
Home in North Naples

"Holiday Heaven" 4 b 3b Pool BBQ

In the Heart of Napes " Holiday Heaven" enjoy in 4 bedrooms 3 bath Heated pool house. Waterfront property in Palm River community. 10 min from the Beach. 10 people sleeping.Kitchen offers stainless appliances, granite counter tops, walk-in pantry. Breakfast bar is ideal for morning coffee while planning your perfect day in Napes! Master bathroom has stunning soaking tub, large walk-in shower with walk-in closets. The home has open layout with direct entrance to the backyard patio and pool .

5.0 out of 5 average rating, 15 reviews
Top guest favorite
A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.
Home in North Naples

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.

4.99 out of 5 average rating, 186 reviews
Top guest favorite
The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.
Home in Pelican

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!

4.98 out of 5 average rating, 141 reviews
Top guest favorite
A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.
Home in Fort Myers 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.

4.99 out of 5 average rating, 118 reviews
Top guest favorite
A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.
Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

4.91 out of 5 average rating, 291 reviews
Guest favorite
Home in Cape Coral

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!

4.9 out of 5 average rating, 130 reviews

Popular amenities for Naples kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Top guest favorite
Home in Bonita Springs

Bonita Beach Beauty

4.92 out of 5 average rating, 111 reviews
Top guest favorite
A sandy backyard features a fire pit surrounded by several black chairs, with a canal lining the edge. Lush greenery and palm trees provide a tropical setting, while a spacious home stands in the background, framed by clear blue skies.
Home in Bonita Springs

Canal Home- Gulf Access- PET friendly-Fenced yard

4.96 out of 5 average rating, 120 reviews
Top guest favorite
The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.
Home in Cape Coral

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

4.99 out of 5 average rating, 116 reviews
Guest favorite
An enclosed screened patio showcases a heated pool surrounded by tropical greenery. Outdoor furniture is positioned for relaxation, and a gas grill is visible along one side. The open concept allows views into the house, enhancing the inviting, airy atmosphere.
Home in North Naples

Lush Paradise: Heated Pool, Near Beach, Sleeps 10

4.87 out of 5 average rating, 61 reviews
Superhost
An aerial view displays a spacious home surrounded by lush greenery and water, featuring a private pool on a patio. The property is bordered by calm waterways, enhancing its tropical ambiance and offering direct waterfront access.
Home in East Naples

Charming Waterfront Tropical Escape Near Downtown

4.88 out of 5 average rating, 51 reviews
Top guest favorite
A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.
Home in North Naples

Private Palm Oasis - Close to Beach

5.0 out of 5 average rating, 71 reviews
Top guest favorite
Home in North Naples

Bonita Tides | Heated Pool/Spa + 1 Mi to Beach

5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Pelican

NEW!Pelican Paradise Retreat - Gulf Access

4.96 out of 5 average rating, 24 reviews

Cottage rentals with a kayak

Top guest favorite
An outdoor patio area is furnished with four black metal chairs, an orange-adirondack chair, and a small table. A barbecue grill is positioned nearby on a paved surface. The backdrop features calm water and a colorful sky at sunset.
Cottage in Matlacha

Waterfront Matlacha Cottage - Sunsets & Fishing!

4.93 out of 5 average rating, 59 reviews
Top guest favorite
A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.
Cottage in Bonita Springs

The Enchanted Cottage on the Imperial River

4.99 out of 5 average rating, 76 reviews
Top guest favorite
A heated saltwater pool reflects the evening sky, showcasing vibrant hues of orange and purple. Lounge chairs are positioned around the pool area, and a tranquil lakeside view is visible, accentuating a peaceful outdoor space.
Cottage in Cape Coral

Sunset Cottage: Lake Front

5.0 out of 5 average rating, 38 reviews
Superhost
The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.
Cottage in Cape Coral

Villa The Island Hideaway 2

4.67 out of 5 average rating, 55 reviews
Guest favorite
A screened-in deck features a circular dining table surrounded by two swivel chairs. Textured bamboo walls and wooden flooring enhance the space, while ceiling fans provide airflow. Large windows allow natural light and views of the surrounding area.
Cottage in St. James City

Waterfront/Kayaks/True Salt Life Bliss!

4.91 out of 5 average rating, 111 reviews
Guest favorite
An aerial view of a scenic bay area showcases waterfront homes alongside lush palm trees. Calm waters reflect the clouds above, while winding canals create a picturesque layout for the neighborhood. The horizon features a soft gradient of colors as the sun sets.
Cottage in Isles of Capri

Beautiful house on the bay!

4.92 out of 5 average rating, 12 reviews
Guest favorite
An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.
Cottage in Bonita Springs

Quiet Riverside Cottage in Downtown Bonita Springs

5.0 out of 5 average rating, 19 reviewsA tranquil waterway is visible, reflecting the surrounding structures and sky. A private boat dock extends into the canal, offering access to boats moored nearby. The scene features well-maintained properties lining the banks, framed by palm trees and grassy areas.
Cottage in St. James City

Flamingo Bay Cottage

5.0 out of 5 average rating, 8 reviews

Other vacation rentals with a kayak

Top guest favorite
The living area showcases a light-filled space with a comfortable seating arrangement, including a large sectional sofa and accent chairs. A round coffee table is positioned on a soft area rug. Large sliding glass doors lead to a private balcony with views of the Gulf.
Condo in Park Shore

The Club at Naples Cay 501 - Gulf Views

4.97 out of 5 average rating, 60 reviews
Luxe
Villa in Fort Myers

Mediterranean Waterfront Estate on Caloosahatchee

5.0 out of 5 average rating, 8 reviews
Top guest favorite
The outdoor area features a heated pool with illuminated waters, a spa, and a Tiki Hut. Soft lighting highlights the architecture of the home, including arched columns. Lounge chairs provide seating near the pool, with direct access to the indoor entertainment area visible in the background.
Home in Pelican

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

4.97 out of 5 average rating, 33 reviews
Guest favorite
Villa in Iona

Bonaire Grand Luxury Villa

4.88 out of 5 average rating, 17 reviews
Top guest favorite
A large swimming pool is surrounded by lush palm trees and vibrant tropical landscaping. Comfortable lounge chairs are arranged around the pool, with umbrellas offering shade. A rock formation features a waterfall, enhancing the serene atmosphere of the resort's outdoor space.
Apartment in East Naples

Chic resort, 4 pools, walk to 5th Ave Restaurants!

5.0 out of 5 average rating, 17 reviews
Superhost
Home in East Naples

Beautiful Remodeled Home Close to Downtown & Beach

4.91 out of 5 average rating, 22 reviews
Guest favorite
An aerial view of a large outdoor pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over several seating areas, and vibrant landscaping enhances the tropical setting, complementing the pool's unique shape and inviting blue water.
Condo in Lely Resort

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

4.92 out of 5 average rating, 37 reviews
Top guest favorite
A refreshing pool is showcased alongside a spa, surrounded by a secure mesh fence. Vibrant green trees frame the area, offering a natural backdrop. Two lounge chairs with pink stripes provide a relaxing seating option near the poolside.
Villa in Bonita Springs

New”Waterfront” Gulf Access 3/3 Villa pool heater

4.96 out of 5 average rating, 94 reviews

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