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Vacation rentals with a kayak in Naples

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Naples kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House 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, 8 reviews

Bayfront Bliss

Top guest favorite
Home in Pelican
4.97 out of 5 average rating, 148 reviews

Flirty Flamingo Gulf Access Cape Coral Home

Top guest favorite
A spacious outdoor area showcases a private heated pool surrounded by a patio featuring lounge chairs. The lanai offers seating for dining and entertainment, with large glass doors providing access to the indoor space and an inviting natural light ambiance.
Home in Pelican
5 out of 5 average rating, 12 reviews

Luxe-Boat Rental, MIL Suite, Kayaks, Bikes, Park

Top guest favorite
A screened-in lanai houses a heated pool, flanked by two lounge chairs. The tranquil water of the canal reflects the clear blue sky, while the surrounding landscaping complements the outdoor setting. Soft clouds are visible above, enhancing the serene atmosphere.
Home in Cape Coral
5 out of 5 average rating, 37 reviews

Waterfront, Gulf Access, Dock, Heated Pool & Kayak

Top guest favorite
Home in Cape Coral
4.98 out of 5 average rating, 46 reviews

Cape Coral & Chill

Top guest favorite
A spacious screened-in patio surrounds a pristine pool, featuring lounge chairs on the pavers. A vibrant green float rests in the water, while palm trees and a serene canal view enhance the peaceful ambiance. Bright sunlight filters through the mesh enclosure, creating a warm atmosphere.
Home in Cape Coral
5 out of 5 average rating, 82 reviews

Waterfront Pool Home w/Outdoor Oasis/King Beds

Top guest favorite
A serene outdoor space features comfortable seating arranged around a table, with a view of the canal and vibrant sunset colors. The screened-in lanai allows for an unobstructed view, enhancing the waterfront ambiance.
Home in Pelican
4.97 out of 5 average rating, 36 reviews

Chasing Sunsets SLT wtr pool, kayak, paddle & fish

Top 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 Naples
4.92 out of 5 average rating, 38 reviews

Lush Paradise: Heated Pool, Near Beach, Sleeps 10

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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, 61 reviews

The Enchanted Cottage on the Imperial River

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
4.79 out of 5 average rating, 14 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

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

A bright and inviting living area features pastel yellow walls complemented by an array of furnishings in varied hues. The space includes a dining table with chairs, a cozy seating area with a striped sofa, and decorative artwork adorning the walls.
Cottage in Matlacha
4.88 out of 5 average rating, 42 reviews

The Coqui Palace

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
5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

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
4.73 out of 5 average rating, 180 reviews

Captains Cottage

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

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 Naples
4.88 out of 5 average rating, 8 reviews

Beautiful house on the bay!

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Other vacation rentals with a kayak

Superhost
A spacious infinity edge pool is showcased under a screened lanai, with gentle waves rippling in the water. Tall palm trees provide shade, creating a serene backdrop against the bright blue sky and the canal's tranquil waters beyond.
Home in Pelican
5 out of 5 average rating, 3 reviews

Bliss on Eternity

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.
Apartment in South Naples
5 out of 5 average rating, 9 reviews

Green Links Retreat

Guest favorite
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
4.93 out of 5 average rating, 29 reviews

Palms Villa

Guest favorite
A collage showcases various relaxing spaces. A putting green is positioned by the water, while a cozy bedroom features a neatly made bed and colorful pillows. The outdoor area highlights a poolside space with a tiki hut, and a dining table is set with elegant turquoise decorations.
Home in Caloosahatchee
4.92 out of 5 average rating, 36 reviews

TIKI on the CANAL mini-putt pool/spa kayak fishing

Guest favorite
An expansive outdoor space is showcased, featuring a covered gazebo area with a grill and seating, surrounded by greenery. The property includes a red fence and American flag, with ample lawn space for leisure activities.
Barn in Naples
4.93 out of 5 average rating, 58 reviews

Barn stay in a heart of Naples

Top guest favorite
The screened-in pool area showcases a curvy, inviting pool surrounded by light-colored pavers. Lush greenery and palm trees are visible nearby, with the water of the canal reflecting the sky's blue hues. Relaxing lounge chairs are positioned at the pool's edge.
Home in Pelican
4.98 out of 5 average rating, 42 reviews

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

Guest favorite
A clear view of a pool area features a sparkling heated saltwater pool and a hot tub, both housed under a screened enclosure. Comfortable lounge chairs are arranged nearby, with lush tropical landscaping visible in the background and soft lighting enhancing the evening ambiance.
Home in Caloosahatchee
4.98 out of 5 average rating, 55 reviews

Sunset Canal - Waterfront Heated Salt Pool Golf

Top guest favorite
A private pool area is framed by a screened enclosure, showcasing a serene environment. Colorful pool floats rest on the water's surface, and lush greenery surrounds the space, offering a sense of tranquility. The scenic view beyond the pool features a canal, enhancing the outdoor experience.
Home in Pelican
5 out of 5 average rating, 24 reviews

Gulf Access | Heated Pool | Family Friendly |

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Quick stats about vacation rentals with a kayak in Naples

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$20,922 GYD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    40 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

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Rentals with a kayak