
Holiday rentals with a kayak in Naples
Find and book unique kayak rentals on Airbnb
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 $114 SGD per night before taxes and fees

Verified guest reviews
Over 2,440 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Naples holiday rentals include wifi 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!
Top-rated rentals with kayak in Naples
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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

Naples Cottage for two- your own private home
Welcome to your own, private 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, kayak & explore 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, Trails, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you

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!

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

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!

Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

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.

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! EV Charging!

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.

“Red Sunset”Waterfront.Gulf Access Heated Pool.
Enjoy beautiful “Red Sunsets” as you relax in paradise. Water front views are gorgeous. Gulf access and close to downtown. Might even see a dolphin or two. Relax…you are on vacation and living your best life! This house is valued at over $900,000 It will be our forever home one day and our masterpiece. We hope you love it! Click on our picture to view our five homes in Cape Coral/Ft. Myers/Delray Beach. All beautiful & with exceptional Super-host service and care.

" Velvet Bloom” Bubbling Spa Retreat with Sauna
Deep-hued velvet furnishings create a luxurious ambiance at the Velvet Bloom. Only 3.5 miles from Downtown and the beach. 2mins walk to Sudgen Park Lake which includes kayaking, beach, walking trails & biking. All brand new, high-quality comfortable furniture, Tempur-Pedic mattress, Very Fast WiFi, King-size bed, TVs in all bedrooms, fully equipped kitchen, Fire pit, BBQ, bikes, and much more to offer. Reserve " Velvet Bloom " for exquisite lakefront experience.

Beautifully private homeHeated Pool/Spa and Cabana
No sargassum or seaweed in Naples! We are close to Naples Community Park and downtown Naples and beaches, perfect location. Unique one of a kind property, This house has been beautifully remodeled with Stunning Carrera marble floors, upgraded 4 bedroom 2 bath home with a separate pool house suite with its own kitchen and full bath that sleeps 4 guests. Beautiful landscaped yards with amazing pool. Only minutes to the beach. Private outdoor shower.
Popular amenities for kayak rentals in Naples
House rentals with a kayak

Pool Bikes & Beach | Paddle Board Included

Bonita Beach Beauty

Waterfront villa w/ heated pool & lake view.

Private Palm Oasis - Close to Beach

"Holiday Heaven" 4 b 3b Pool BBQ

Bonita Tides | Heated Pool/Spa + 1 Mi to Beach

Coffee & Wine | Hot Tub | Near Beach & Downtown

Walk To Beach & Shops! New 4 Bdr Pool Heated
Cottage rentals with a kayak

Cottage Close to Vanderbilt Beach Heated Pool

Waterfront Matlacha Cottage - Sunsets & Fishing!

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Sunset Cottage: Lake Front

Waterfront/Kayaks/True Salt Life Bliss!

Beautiful house on the bay!

Quiet Riverside Cottage in Downtown Bonita Springs
Other holiday rentals with a kayak

New”Waterfront” Gulf Access 3/3 Villa pool heater

Mediterranean Waterfront Estate on Caloosahatchee

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

Bonaire Grand Luxury Villa

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

NEW!Pelican Paradise Retreat - Gulf Access

Dolphin Cove Villa • Heated Pool • Hot Tub •Tiki

Cape Escape | Hot Tub | Heated Pool | Game Room
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $285 SGD | $345 SGD | $344 SGD | $257 SGD | $214 SGD | $204 SGD | $186 SGD | $176 SGD | $169 SGD | $190 SGD | $209 SGD | $275 SGD |
| 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 |
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