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Vacation rentals with a kayak in North Naples

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in North Naples

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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 Bonita Springs

5 out of 5 average rating, 39 reviews

Private Palm Oasis - Close to Beach

Private palm house with heated pool & spa that is close to Barefoot Beach and Bonita Beach in Bonita Springs / North Naples / Collier County / Florida. Private backyard surrounded by plams. Open floor plan with flowing indoor/outdoor living, screened pool area and fenced yard. Numerous seating areas for entertaining & relaxing. Large kitchen island, granite counter tops, stainless steal appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.

Top guest favorite

A bright blue kayak rests securely on a white dock, positioned alongside calm waters. Lush green foliage and red plants frame the scene, reflecting the tropical surroundings. Two white posts stand on either side of the kayak, providing stability.

Home in East Naples

4.96 out of 5 average rating, 156 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

A living area is seen featuring large glass doors that offer a view of the waterfront. Rattan furniture, including a sofa and coffee table, complements the room. Decorative sea-themed artwork adorns the walls, creating a bright and airy atmosphere.

Condo in Fort Myers Beach

4.95 out of 5 average rating, 110 reviews

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.

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.

5 out of 5 average rating, 7 reviews

"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 .

4.98 out of 5 average rating, 184 reviews

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.

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

4.91 out of 5 average rating, 255 reviews

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

An above-ground plunge pool is showcased, surrounded by wooden decking. Lush greenery lines the perimeter, providing privacy. A person relaxes on a float, wearing a wide-brimmed hat. The image highlights the serene outdoor setting, ideal for cooling off during warm days.

Home in Naples Park

4.99 out of 5 average rating, 145 reviews

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.

A serene sleeping area features a spacious bed adorned with a coral-patterned quilt and matching pillows. Light wooden furniture complements the soft color palette, while large mirrors enhance the sense of space. Natural light filters through the plantation shutters, creating a calm ambiance.

Cabin in Bonita Springs

4.9 out of 5 average rating, 285 reviews

Romantic River Cabin for 2; Beautiful Nature View

Beautifully furnished & decorated cabin for 2 located on the Imperial River. High ceilings w/ large windows with Plantation Shutters for fabulous viewing of the serene river. Enjoy the beauty & privacy of the surrounding landscape as your worries drift away. Jump on a kayak & paddle downstream to the Gulf or head upstream & enjoy nature's bounty. Dine outside under the lights or head to Old Bonita for dinner. Calming, quiet and quaint this is a fabulous getaway for 2!

Guest suite in East Naples

4.86 out of 5 average rating, 128 reviews

The Beach House on the Lake Studio APT Naples, FL

Here you will find a private studio apartment with your own bathroom and entrance. In the back is a wonderful lake. There is an very nice outdoor deck overlooking this lake. This studio apartment is fully furnished and will sleep 2 guests very comfortably. The perfect place for leaving your cell phone and stress home and relaxing with all the beauty this place has to offer. You can take out my kayaks and explore around the lake. Or just chill on the open terrace.

The exterior of the home is showcased, featuring a well-maintained lawn and landscaped bushes. A circular driveway leads to a two-car garage. The entrance is marked by decorative lanterns and vibrant tropical plants, with large windows framed by blue awnings allowing natural light to filter in.

Home in Bonita Springs

4.93 out of 5 average rating, 104 reviews

Two with the Tide - Sun, Space & Serenity

Welcome to your beach base for family & friends. We offer this modern coastal 2300 sq ft home located 1.3 miles from Bonita Beach. It is a spacious retreat with 3 spacious bedrooms complete with their own private bathrooms, an enclosed pool/deck area, and an open concept living area fit with an entertainer's kitchen. Your beach base for family & friends. For even more fun, you can book our sister home across the street with the exact same layout.

A spacious living area showcases a blue leather sectional couch and a marble-topped coffee table. Bright white bar stools are positioned around a light-colored kitchen island, with navy blue cabinets in the background. Natural light enters through nearby windows, enhancing the inviting environment.

4.95 out of 5 average rating, 141 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

A private pool is surrounded by a spacious deck, featuring two white lounge chairs positioned under a large umbrella. Lush greenery and palm trees are visible in the background, complemented by a fenced yard that adds to the secluded atmosphere.

Apartment in East Naples

4.88 out of 5 average rating, 100 reviews

13 Downtown Near Beach Free Heated Pool and Spa

No hurricane damage and beaches still beautiful, come to Naples for your vacation this year! Prices slashed 70% off for off season! Mid week discounts. Military discounts, first responder discounts. Great location! Just minutes to shopping and restaurants of Naples famed Fifth Avenue. We have screened in lanai, very secluded and private. Huge living room and master en-suite. Multiple units available upon request to suit large groups.

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Popular amenities for North Naples kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A private designer pool is framed by sleek tiles and lush landscaping. Lounge chairs with canopies provide shade, while vibrant red umbrellas add a pop of color. The inviting water features a subtle overflow edge, creating a tranquil atmosphere alongside the canal.

Home in Naples Park

5 out of 5 average rating, 3 reviews

New salt pool, 7 hole golf Vanderbilt on the Water

Top guest favorite

A spacious living area features a light brown sectional sofa and a wooden coffee table. A textured rug lies beneath, while a large decorative vase with pink floral arrangements stands beside the sofa. Natural light filters in through two windows with light blinds.

Home in East Naples

4.98 out of 5 average rating, 40 reviews

'The Morning Star' w/ spa & Private Mini Beach

A spacious outdoor area showcases a curved pool surrounded by a stone patio. The structure features multiple levels with expansive balconies, providing views of the surrounding greenery. Large windows reflect soft evening light, enhancing the inviting atmosphere of the retreat.

Home in Bonita Springs

5 out of 5 average rating, 16 reviews

Bonita Waterfront Oasis

An aerial view showcases a spacious home nestled beside a winding body of water, bordered by lush green vegetation. The surrounding landscape features various trees and tropical plants, contributing to the overall privacy and natural beauty of the property.

Home in East Naples

4.85 out of 5 average rating, 34 reviews

Charming Waterfront Tropical Escape Near Downtown

Top guest favorite

The modern waterfront home is showcased at dusk, featuring multiple stories with expansive glass doors and a staircase leading to the upper level. A pool is visible in the foreground, surrounded by a spacious patio and landscaped greenery.

Home in Bonita Bay

4.96 out of 5 average rating, 23 reviews

5BR/6.5BA Luxury $5.5M Waterfront Home with Views

A wooden dock extends over calm water, bordered by lush green mangroves. Two kayaks are positioned on the dock, one in vibrant green and the other in a classic olive shade. The stillness of the water reflects the surrounding greenery and a clear sky above.

4.83 out of 5 average rating, 72 reviews

Like New Remodeled Gulf Access Bungalow Near Beach

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.

4.92 out of 5 average rating, 39 reviews

Lush Paradise: Heated Pool, Near Beach, Sleeps 10

A sunlit pool area is seen with a clear blue pool surrounded by a stone patio. Wooden chairs and a table are set nearby, with two plates and glasses ready for outdoor dining. Lush greenery and palm trees frame the scene, enhancing the inviting atmosphere.

Home in East Naples

4.97 out of 5 average rating, 29 reviews

Blue Banyan Boathouse w/heated POOL. Boat DOCK!

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, 62 reviews

The Enchanted Cottage on the Imperial River

A screened porch features two wooden chairs positioned for relaxation, with light streaming through large windows. The floor is covered with a decorative rug, and greenery is visible outside, creating a serene and inviting space for outdoor enjoyment.

Cottage in Bonita Springs

5BR riverfront cottages with dock, kayaks, & patio

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, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

The charming exterior of the Tucker House features a light-colored wooden facade complemented by a welcoming screened-in porch. Lush landscaping with vibrant greenery and colorful plants surrounds the property, while a stone pathway leads to the entrance, enhancing the inviting atmosphere.

Cottage in Bonita Springs

4.52 out of 5 average rating, 25 reviews

Snowbird-friendly 3BR historical cottage with W/D

Other vacation rentals with a kayak

Top guest favorite

Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.

Home in Fort Myers Beach

5 out of 5 average rating, 10 reviews

Bayfront Bliss

A comfortable living area features a large sectional sofa adorned with multiple cushions and a cozy throw blanket. A light-colored rug covers the floor, complementing the soft, neutral tones of the walls. Large glass doors allow natural light and offer views of the outdoor space.

Home in Bonita Springs

5 out of 5 average rating, 6 reviews

Close to beaches, dock, kayaks, close to town.

A private backyard includes a large pool surrounded by grass and stone pathways. Two shaded lounge chairs invite relaxation, while colorful umbrellas provide shade. Lush vegetation frames the scene, enhancing the serene environment ideal for enjoying outdoor leisure.

Home in Naples Park

4.9 out of 5 average rating, 59 reviews

Secret Oasis - 5 mins to Beach

A hot tub is situated beneath a wooden pergola, surrounded by softly glowing string lights. Clear glasses and a bottle sit nearby, reflecting the warm ambiance. Palm trees can be seen in the background, adding a tropical touch to the evening setting.

Villa in Old Naples

4.89 out of 5 average rating, 35 reviews

Palms Villa

A dining area features a wooden table surrounded by six wire chairs. A chandelier hangs above, adding elegance. The open-layout space connects to a living area with comfortable seating, and art pieces adorn the walls, enhancing the ambiance. Large sliding doors lead to the outdoors.

4.89 out of 5 average rating, 9 reviews

Charming 3BR Gateaway in Naples Near the Beach

A resort area is displayed, featuring a serene pool surrounded by lush greenery and palm trees. Cabana-style seating is positioned near the water, offering shade. Pathways are interspersed with vibrant landscaping, creating an inviting outdoor environment within the gated complex.

Apartment in East Naples

5 out of 5 average rating, 8 reviews

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

A bright blue kayak is positioned in the foreground, reflecting on the calm water. Lush palm trees flank the sides, and a wooden gazebo with a lattice design is visible in the background. The scene captures a serene setting surrounded by greenery.

4.76 out of 5 average rating, 41 reviews

Private Dock,Kayaks&Lake Views Close Best Beaches

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

Condo in Fort Myers Beach

4.94 out of 5 average rating, 52 reviews

Lover's Key Resort Unit #807

Quick stats about vacation rentals with a kayak in North Naples

Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
50 properties have a pool

Destinations to explore