Vacation rentals with a kayak in Naples

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Popular amenities for Naples kayak rentals

House rentals with a kayak

Top guest favorite
An open living area features a comfortable light brown leather sectional sofa, accentuated by decorative cushions. A wooden dining table is set with elegant dishware, and large windows provide natural light. A casual seating area includes a rustic wooden chair and decorative art pieces on the walls.
Home in Saint James City
5 out of 5 average rating, 11 reviews

Salt Life Serenity

JeffRating, 5 stars1 month ago
We had a fantastic stay! Pine Island is pretty remote, but the house is in a friendly/walkable neighborhood and it was so perfect we barely left all week! The diamond of this home is certainly the lanai and the extreme cleanliness of every single space indoors + out. The screens kept bugs away, the pool/hot tub were sparklingly clean, and outdoor furniture, fans and shade made it comfortable all times of day. We also utilized the kayaks and met a dolphin! Inside the house was amazing as well. The kitchen had everything we needed to cook at home (the nicest kitchenware/dishes of any rental we’ve been to), the grocery down the road is new+convenient, and the rest of the house was filled with options for fun + relaxation (PacMan?!?!). Finally, the bedrooms were super cozy and I think the tilework in the squeaky clean bathrooms couldn’t be beat! So pretty! Maybe not the right spot for beaches or big entertainment but absolute perfection for a relaxing week on the canal with our pups!
Superhost
A scenic view of the canal is captured at sunset, showcasing palm trees along the shoreline. The warm hues of the sky reflect off the water, while lounge chairs are positioned on the dock for a relaxing experience by the water.
Home in Caloosahatchee
4.72 out of 5 average rating, 88 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

NikiRating, 5 stars4 weeks ago
The place was nice. The only frustrating part was not having a washer and dryer for a few days and was stressing on our vacation about it. The host did let me know a few days before our stay and said it would be fixed. We got there on the 20th and it finally got fixed on the 24th. Other than that bump in our vacation everything was good. I’m just thankful Patricia was on top of it. The pool was cold when we got there but she told us how to heat it up and it was so nice to swim in a warm pool at night. My kids and I caught a stingray, catfish and a couple other ones on the canal. Got some shrimp a few miles away. We also saw a dolphin swim by! It was really relaxing sitting by the pool watching the boats go by in the morning. We are about 30 mins to Fort Myers. It depends on the traffic. There is everything you need with in a few miles. If you want a good pasta place to go check out TWO MEATBALLS IN THE KITCHEN. We loved that place!
Top guest favorite
Two kayaks and three stand-up paddleboards are stored on a wooden rack on a grassy area. The tranquil canal is visible in the background, lined with palm trees and dotted with boats. Soft clouds drift across a bright blue sky.
Home in North Fort Myers
4.94 out of 5 average rating, 36 reviews

Waterway Paradise - River House

BrandeRating, 5 stars1 month ago
The house had remodels and is the cleanest Airbnb/hotel I have every stayed at. The beds were comfy. I thought the snacks and drinks were helpful to have around. It was relaxing to look out at the water from the front room. Everything you'd need is organized and provided. We would 100% stay there again.
Guest favorite
The exterior of the house is presented with a light-colored stucco facade and a welcoming front porch. A two-car garage is visible, along with neatly manicured grass and landscaping. A palm tree sits by the entrance, enhancing the overall suburban ambiance.
Home in Fort Myers
4.9 out of 5 average rating, 30 reviews

Cozy house on the water with plenty of sleep room

ScottRating, 5 stars2 months ago
Great stay in a very convenient location. Plenty of space to unwind!
Guest favorite
Home in Caloosahatchee
5 out of 5 average rating, 7 reviews

Palaco Grande - Large Family Home with Kayaks

SarahRating, 5 stars1 month ago
The house was very clean and comfortable. It was spacious and was great for our family vacation. The pool, hot tub and dock were excellent! We would definitely stay here again.
Guest favorite
The outdoor area features a well-maintained lawn leading to a waterway. Two kayaks are positioned on the grassy bank, with lush greenery and palm trees surrounding the space. A private dock is visible in the background, enhancing the serene setting.
Home in Fort Myers
4.96 out of 5 average rating, 81 reviews

3/2 Home w/ Sailboat Lot“A Fisherman’s Dream Home”

PamRating, 5 stars9 months ago
We loved our stay at 328 Morse! It was the perfect location and size for our family (visiting for a baseball tournament). Fishing from the dock was great fun, we caught a variety of fish on lures, worms and shiners. It was so nice to walk out the back door into the well maintained yard and throw a line in to see what was biting. The kayaks and tree swing were added bonuses. The kitchen is clean and well stocked and we enjoyed making meals at home when not eating out. Returning to the house after our adventures was a pleasure!
Top guest favorite
Home in Saint James City
4.79 out of 5 average rating, 14 reviews

Tranquility Villa!!! ⚓️🛥🏝

EricRating, 5 stars1 month ago
We had a wonderful time in St. James City! The pictures on the listing did not do the interior justice - we thought it might be a bit dark inside but it was bright and airy inside and bigger than we thought! It was clean, bright, not cluttered at all and the amenities were as described. The kitchen was well stocked and clean. The beds and linens were very nice (firm). The surrounding area was very quiet, we had numerous, pleasant interactions with the neighbors with offers to go boating and kayaking and advice on fishing spots and we got plenty of visits with the manatees that we passing through. We used the kayaks quite a bit as well as the fishing poles. We would definitely come back; great experience overall.
Top guest favorite
Two brightly colored kayaks rest at the edge of a smooth patio next to a serene waterway. Lush greenery and palm trees surround the area, while fluffy clouds drift across a blue sky, enhancing the picturesque water views.
Home in Caloosahatchee
4.92 out of 5 average rating, 65 reviews

3 bedroom villa with pool & canal

DebraRating, 5 stars1 month ago
This home is beautiful! Everything here to make you feel at home. Loved the pool and the kayaks! Spent much time on the patio by the pool. What a fantastic getaway! Thank you Bernal and Pam for sharing your home!

Cottage rentals with a kayak

Top guest favorite
A wooden deck overlooks the serene waters of the Imperial River, with comfortable lounge chairs and a vibrant umbrella providing shade. Nearby, a small table offers a place to enjoy refreshments, surrounded by lush greenery reflecting in the calm water.
Cottage in Bonita Springs
4.98 out of 5 average rating, 58 reviews

The Enchanted Cottage on the Imperial River

AmyRating, 5 stars4 weeks ago
We loved our stay here. The Enchanted Cottage is a cozy little oasis and perfect for a nature-lover like me! We loved taking the kayaks out on the river and seeing alligators, dolphins, and iguana. It was also a short walk into town for restaurants, bars, ice cream, and events in the park. Our dog loved visiting the Bonita dog beach. Taco Tuesday at Maria's is a must! We had such a relaxing stay. 8 days here was not enough and I hope to be back some day.
Superhost
Cottage in North Fort Myers
4.77 out of 5 average rating, 13 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

LeAnneRating, 5 stars1 week ago
This is a beautiful home. Well appointed and well maintained. Everything was spotless. I would stay here again in a heartbeat!! The host thought of almost everything. Kayaks, bicycles, pool towels, etc. My only recommendations for improvement would be facial tissues and fans for sleeping. That’s it! That’s all I could think of.
Guest favorite
A comfortable seating area is shown on a covered porch, featuring a blue upholstered chair and a round table with decorative items. The tranquil lagoon and lush greenery are visible beyond, inviting relaxation and connection with nature.
Cottage in East Naples
4.95 out of 5 average rating, 142 reviews

Tropical Cottage by the Sea- No Storm Damage

ScottRating, 5 stars2 weeks ago
Me and the doggies enjoyed our time at this location. Great restaurant at the top of the street and also enjoyed Celebration Square close by
Superhost
A shaded gazebo is set near a waterway, featuring a table and chairs surrounded by greenery. The calm water reflects blue skies, with docks visible along the shoreline. Lush trees enhance the tranquil outdoor space, creating a peaceful atmosphere for relaxation.
Cottage in Caloosahatchee
4.63 out of 5 average rating, 49 reviews

Villa The Island Hideaway 2

JamieRating, 5 stars1 month ago
Wow! We loved this house. Great outdoor seating, loved watching the boats come and go. Pool and hot tub were fantastic. Great flat grill for dinners at home. Good restaurant options in the area. Cape Coral is close to so much, but away from traffic. Loads of windows and natural light. Very clean. Highly recommend.
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
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars1 month ago
We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.
A 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 Saint James City
5 out of 5 average rating, 7 reviews

Flamingo Bay Cottage

GregoryRating, 5 stars3 months ago
RedAwning was the perfect accommodation for our 3-day fishing trip. We docked the boat directly behind the house, which was equipped with a fish-cleaning station and comfortable outdoor patio. The hosts were friendly and responsive, even offering to replace the coffee maker we were having some trouble with. The house was clean and comfortable, and the kitchen well-equipped (including complimentary wine and water bottles!). It would have been nice to have a second bathroom, but otherwise it was perfect!
A serene waterway is framed by tall palm trees, with wooden docks extending into the calm water. Lush greenery surrounds the area, creating a peaceful ambiance. The scene is set under a clear blue sky, highlighting the natural beauty of the landscape.
Cottage in Bonita Springs
5 out of 5 average rating, 16 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

SinaRating, 5 stars3 months ago
Cute cottage! It was clean, comfortable, and a great location! Bradley was an amazing host! He had everything you could possibly need, and went above and beyond to make our stay perfect. Highly recommended !!
A charming island cottage is surrounded by lush palm trees and tropical foliage. Two blue chairs are positioned on the gravel driveway, inviting relaxation. The entrance is framed by vibrant greenery, and a metal roof reflects the sunny skies.
Cottage in Bokeelia
4.75 out of 5 average rating, 165 reviews

Captains Cottage

JessicaRating, 5 stars3 weeks ago
We had to wait about 30 min after arriving at check in time to get the access code, but other than that we enjoyed our stay very much!! The grill wasn’t working, and Tina sent the housekeeper over with a charcoal grill, charcoal, lighter fluid, and even a lighter. Her responses were timely and very helpful. We would definitely come back again 💚

Quick stats about vacation rentals with a kayak in Naples

  • Total rentals

    50 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

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  4. Collier County
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  6. Rentals with a kayak