
Holiday rentals with a kayak in Naples
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Naples
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal, 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. Close to Sanibel & Fort Myers Beach. Bring your boat & dock it on the seawall, ready to set sail whenever your heart desires. Book now - your coastal paradise awaits!

Boaters Bayshore Bungalow w/HOT TUB view of water.
BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Naples Cottage for two- your own private home
Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

Canal Home- Gulf Access- PET friendly-Fenced yard
Waterfront home with Gulf access. Recently renovated 3 BR, 3 BA home on a canal off the Imperial river. Two en-suite bedrooms. The home can comfortably sleep 8 guests. Kayaks, bikes, fishing poles, yard games, backyard beach, and fire pit available for your use. Fenced in yard. Centrally located about 20 minutes from the airport, Naples, Fort Myers and only 3 miles from the beach! Close to several breweries, wine loft, local coffee shop, cocktail lounge, parks, churches, and many restaurants.

Seaside Villa Majestic
Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

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.

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

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.

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

Private Retreat with Pool & Hot Tub
Escape to your private tropical oasis in Cape Coral! This modern, pet-friendly home comfortably fits 6 with the roll-away bed and is perfect for families or groups. Enjoy a sparkling private pool, hot tub, and a fully-fenced yard. Packed with amenities like kayaks, bikes, and beach gear, you're just minutes from downtown Cape Coral and stunning beaches. Your perfect Southwest Florida adventure starts here!
Popular amenities for Naples kayak rentals
Holiday House Rentals with a Kayak

Cape Coast Retreat | Waterfront - Pool - Sleeps 13

The Great Escape Beach House/ Pool/ Dock

Naples luxury 4 Bdrm Pool Heat Walk Bike To Beach

Coconut Cove | Sunny Family Pool, Canal & Dock

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ

Lush Paradise: Heated Pool, Near Beach, Sleeps 10

Golden Pearl | Luxury Villa | Pool | Dock | Games

Matlacha Waterfront Home | Gulf Access & Pool
Cottages with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

Snowbird-friendly 3BR historical cottage with W/D

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Cape Lake House Lake Front

Captains Cottage
Other holiday rentals with a kayak

Naples Lakefront 1BR: Private Beach & Kayaks

3

Pool & Spa Villa with Waterfront Views and Kayaks!

Spring Creek Hideaway, "Our Secluded Gem" Pool

Perfect "Tiny" Tree -Lake House

Casita Canal

Waterfront Luxury Estate | Pool, Spa & Gulf Access

Luxurious Coastal Beach Style-Panoramic Water View
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $309 AUD | $383 AUD | $360 AUD | $328 AUD | $244 AUD | $219 AUD | $208 AUD | $196 AUD | $188 AUD | $212 AUD | $233 AUD | $306 AUD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about holiday rentals with a kayak in Naples

Total holiday rentals
Explore 50 holiday rentals in Naples

Nightly prices starting at
Naples holiday rentals start at $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Naples holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Naples rentals

4.9 Average rating
Naples stays are highly rated by guests—averaging 4.9 out of 5!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
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- Jetblue Park
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- Talis Park Golf Club
- Bunche Beach
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- Coral Oaks Golf Course
- Sun Splash Family Waterpark
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- The Naples Pier
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