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 outdoor area features a sparkling pool alongside a relaxing jacuzzi, both enclosed within a screened lanai. Comfortable seating is arranged in a lounge area, and a set of wooden chairs is positioned near a small table, surrounded by lush greenery and natural light.
Home in Saint James City
5 out of 5 average rating, 12 reviews

Salt Life Serenity

AmyRating, 5 stars2 weeks ago
We had the most relaxing stay at Emily and Bo’s home. The pictures and description are totally accurate. The house was fantastic, nicely appointed, spotlessly clean, and in a peaceful neighborhood. We really enjoyed the lanai area, pool and spa, and being right on the canal was the best! Manatees swimming by, kayaking out to the mangroves with the bay so close was amazing. So many different bird species captured on my Merlin app too. The house has everything you need for a perfect stay. It’s important to note how comfy the bed was as well with soft linens. We definitely plan to book again and can’t wait to come back. Emily is a terrific host!
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, 90 reviews

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

J.D.Rating, 5 stars3 weeks ago
House is exactly as described. Evidence of upgrading is going on continuously. Highly recommend booking with Patricia. very easy to work with.
Top guest favorite
An aerial view captures a serene neighborhood with well-maintained homes, greenery, and wide streets. Canals can be seen winding through the area, leading towards the backdrop of the Caloosahatchee River. The landscape is dotted with palm trees, contributing to the peaceful atmosphere.
Home in North Fort Myers
4.95 out of 5 average rating, 37 reviews

Waterway Paradise - River House

SaraRating, 5 stars1 month ago
A beautiful space with character. We loved the location on the canal and enjoyed the SUPs and bikes!! Fully stocked with everything we needed. Highly recommended!
Guest favorite
An aerial view showcases a spacious property along the water, featuring a screened pool area and a boat dock with a covered lift. Palm trees surround the outdoor patio, which includes casual seating positioned alongside the calm water, enhancing the serene landscape.
Home in Fort Myers
4.97 out of 5 average rating, 36 reviews

Rivers Edge Oasis, Our Secluded Paradise-Sleep 21+

KristenRating, 5 stars2 weeks ago
The house was exactly as described. We had 16 people and this house was easily able to sleep all of us comfortably. There were lots of things to keep us entertained when we had down days at the house. Teresa was very responsive to any questions we had. This is a great house!
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
A spacious screened lanai features a heated pool surrounded by a paved deck. Lounge chaises are positioned for relaxation. Lush tropical plants and a canal view create a serene environment, with clear blue skies visible above.
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
Two kayaks and a paddleboat are positioned on a grassy area by the water's edge, surrounded by lush greenery and trees. The tranquil water reflects the blue sky above, while a few pilings are visible in the background, indicating a launching point.
Home in Fort Myers
4.96 out of 5 average rating, 82 reviews

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

NancyRating, 5 stars5 months ago
We enjoyed our stay in this clean and comfortable home. Todd was very helpful with recommendations for boating and local places. We enjoyed boating and fishing from the dock and boating the river, tiki bars and beach sunsets. The home is totally updated and has everything for cooking, relaxing, kayaking, etc. We hope to come back often.
Guest favorite
A coastal-style house with a light blue exterior is seen from the driveway. Two garage doors are positioned beneath a covered entrance with steps leading to the front door. Palm trees and landscaping softly frame the home, complementing the inviting surroundings.
Home in Saint James City
5 out of 5 average rating, 7 reviews

Island Getaway

DawnRating, 5 stars1 month ago
Very homey and every amenity you could need!! 🥰

Cottage rentals with a kayak

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
4.98 out of 5 average rating, 59 reviews

The Enchanted Cottage on the Imperial River

Mary AnnRating, 5 stars1 week ago
We had an amazing stay at this beautiful property! It was exactly as described in the listing—immaculate, relaxing, and truly inviting. The attention to detail in the design and decor made it a joy to spend time there. It was clear that a lot of thought had gone into making the space both comfortable and aesthetically pleasing. Mona was an outstanding host—friendly, helpful, and always quick to respond to any questions we had. She even sent us a heads-up (and picture) about an alligator who was in the area to make sure our fur-babies were safe. She made the entire process seamless and stress-free, which we greatly appreciated. If you're looking for a stunning property with a host who genuinely cares about your experience, this is the place to book. Highly recommended!
Superhost
The exterior of the house features a well-maintained lawn, bordered by decorative shrubs. A driveway leads to a spacious garage, with the front of the house showcasing a welcoming porch and a flag gently waving in the breeze under a partly cloudy sky.
Cottage in North Fort Myers
4.77 out of 5 average rating, 13 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

LeAnneRating, 5 stars3 weeks 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 spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.
Cottage in East Naples
4.95 out of 5 average rating, 144 reviews

Tropical Cottage by the Sea- No Storm Damage

LaurenRating, 5 stars1 week ago
The place itself was so beautiful and the outdoor space leading right to the lake was so peaceful! I enjoyed sitting on the porch in the mornings for a quiet, relaxing start to the day! Robin was very friendly and provided helpful instructions. Definitely recommend 😊
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 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, 243 reviews

Cottage Close to Vanderbilt Beach Heated Pool

TinaRating, 5 stars2 days ago
Brandi’s place was clean and exactly like how’s described. The community was peaceful and private. The house was clean inside and the pool was well maintained. We enjoyed our stay and would definitely recommend it!!
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 stars4 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!
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
5 out of 5 average rating, 16 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

SinaRating, 5 stars4 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
4.76 out of 5 average rating, 168 reviews

Captains Cottage

LeaRating, 5 starstoday
honestly theres not one bad thing i can think of. tina is wonderful. 100% would stay here 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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  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Rentals with a kayak