Vacation rentals with a kayak in Naples

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Top-rated kayak rentals in Naples

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Top guest favorite

A side view of the guest house showcases a pathway made of pavers leading to the entrance. Lush greenery, including various plants and trees, surrounds the area, while a small body of water reflects the nearby flora. Two white chairs and a picnic table are positioned nearby.

Apartment in Alva

4.98 out of 5 average rating, 49 reviews

River views, boat slip, sleeps 5, pet friendly

Relax with family, friends at this quiet place. Bring your boat, fishing poles or tubes, kayaks, bikes and marshmallows for the campfire. This above garage guest house has serene water views, bedroom, bathroom, washer, dryer, full kitchen, 22” queen, and small futon. Bring your boat for fishing, tubing, fossil hunting and exploring on the Caloosahatchee. Park your boat in the canal. Inside storage for fishing poles, tackle and bikes for the mountain biking park across the river. Dogs ok.

Top guest favorite

A glass dining table with colorful chairs is positioned on a balcony, overlooking a calm canal. The sky is filled with hues of orange and pink, reflecting on the water's surface. Palm trees and waterfront homes are visible in the background, creating a tranquil setting.

Home in Matlacha

5 out of 5 average rating, 36 reviews

The White Egret On Matlacha

Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, smart TV's, and smart home applications. Enjoy the balconies with sunrise and sunset views. Kayak directly off the back dock from the properties private kayak launch . You can fish right off the back dock, bike, or walk to the local shops/restaurants and the world famous Matlacha bridge, which is less than half a mile away. 2 Kayaks and 2 bicycles are included in the rental.

Top guest favorite

A charming coastal home is presented with a gravel driveway and lush greenery in the foreground. The exterior features light yellow walls and blue accents. A variety of palm trees and outdoor decor items enhance the inviting entrance that leads to the waterfront view beyond.

Home in Matlacha

4.98 out of 5 average rating, 44 reviews

Fisherman's Cottage at Matlacha

Take it easy at this unique and tranquil getaway. Incredible Pine Island Sound waterfront home on Matlacha Island in SW Florida. The absolute best sunset views in all of Florida. Watch the manatees and dolphins play under the pelicans, osprey, eagles and rosetta spoonbills. Catch snook, trout, tarpon and redfish off the dock or untie your boat and head out to some of the most beautiful, fish infested waters in the world! Don't have a boat? Hop on the provided kayak or our guide's boat.......

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 Fort Myers

4.97 out of 5 average rating, 135 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a 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. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Guest favorite

Aerial view of a serene coastal landscape features lush greenery along the shoreline. Gentle waves lap against the sandy beach, with a pier extending into the clear blue water. Bright blue skies complement the tranquil setting, inviting exploration and relaxation.

Home in Cayo Costa

4.92 out of 5 average rating, 26 reviews

Cayo Costa Paradise Found

•This stunning home will be for sale as my wife and I transition to full retirement. • 360”views! • On the beach! • Artsy! .• Sleeps 6 (2 Queen, 2 Twin) • Additional unit on 1st fl. . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming, dolphins,manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses • 2 Full bath, 2 1/2 bath, 2 outside showers! • Towels, linens, soap, shampoo! • Fire pit!

Top guest favorite

A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.

Home in Naples

4.98 out of 5 average rating, 180 reviews

Gulf Access Sanctuary, Kayaks, Bikes, ebikes

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.

Top guest favorite

A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.

Home in Matlacha

4.99 out of 5 average rating, 202 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Superhost

A private pool is framed by a stone patio, featuring a seating area with red chairs and a table. A boat dock is visible in the background, with boats moored nearby. Lush greenery and palm trees add to the waterfront setting.

Home in Matlacha

4.8 out of 5 average rating, 20 reviews

Paradise Pool Waterfront Kayak bike fish from dock

New POOL, waterfront gulf access. Upstairs unit 2 bedrooms 1 full bath kitchen washer/dryer. Sleeps 6 all pillow top beds 1 king 1 queen and 1 queen memory foam pull out pack/ play crib. In the heart of Matlacha walking distance to town. Bring your boat and dock it in the property. For use kayaks, canoe, bikes, fishing rods. Direct TV sports package, high-speed internet. Boat Ramp less than half mile. Guest favorite air conditioning enclosed lanai with table sits 10.

Superhost

A screened-in porch features two comfortable lounge chairs facing a calm waterfront. The space is adorned with a thatched roof and offers unobstructed views of the boats docked outside. Large windows allow for natural light to fill the area while maintaining a tranquil atmosphere.

Home in Saint James City

5 out of 5 average rating, 3 reviews

Hidden Gem of South West Florida

Enjoy your gulf access waterfront paradise in quaint Saint James City, Florida. A beautiful community to bask in the sunshine, enjoy some fishing, hike a trail in the Galt preserve or enjoy dinner and music at local restaurants, just minutes away. 2 Kayaks and 2 bikes for your use to explore or fish. Enjoy the beautiful warm Florida day & catch breath taking sunsets from the dock. You may even catch some Manatees or Dolphins hanging out in our back yard.

Superhost

The exterior view features a spacious yard that faces a freshwater canal. A tiki hut with a thatched roof provides shaded seating, where lounging chairs and umbrellas offer relaxation. The inviting pool area is enclosed with a screen for comfort and privacy, surrounded by lush greenery.

Villa in Pelican

4.7 out of 5 average rating, 53 reviews

Island Time Luxury Villa- Heated Pool

Don’t just go on vacation take your friends and family on an adventure to Island Time Luxury Villa. This Villa is located in the heart of Cape Coral on a freshwater canal that opens up onto Lake Mojave. The Cape Coral yacht club is minutes away or forget the driving and enjoy the villas incredible amenities like the large tiki hut equipped with a fridge, grill and white sand beach. We have recently added a putting green and turf lawn for your enjoyment!

Guest favorite

A whimsical monkey statue is positioned at the edge of a bright blue swimming pool. The statue, crafted from dark material, appears cheerful with hands raised and fingers pointed. Lounge chairs and colorful pool floats are visible in the background.

Home in Pelican

4.95 out of 5 average rating, 44 reviews

Sunny Gulf Access Villa with Pool Family Approved!

Cape Sunset: Waterfront Bliss with Pool & Kayaks! Enjoy this modern 3-bedroom retreat, complete with stylish coastal décor and new furnishings. Relax by the pool, kayak through scenic canals, fish off the backyard dock, or watch breathtaking sunsets. Bedrooms feature smart TVs, Tempur-Pedic mattresses, and cozy vibes. Play your favorite tunes on the vintage Marantz stereo. Conveniently close to Cape Coral’s beaches, attractions, shopping, and dining.

Guest favorite

The studio features a queen size bed adorned with a patterned quilt and ample pillows. A cozy sofa sits opposite, next to a small dining table. Natural light fills the space through sliding glass doors leading to a private screened lanai.

Apartment in Saint James City

4.91 out of 5 average rating, 11 reviews

Waterfront Island Resort w/Full Kitchen

Our resort offers you that old world charm. Our studios have full size kitchens, a private screened in lanai, large patio for barbecuing and outside dining on the water. There’s a fire pit and lawn area to relax at. Don’t forget to bring your boat and trailer or rent one. We offer dockside mooring for your boat and trailer parking in our lot. We are pet friendly, so let’s not leave your best friend bring them along.