
Vacation rentals with a kayak in Naples
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Naples

Total vacation rentals
Explore 50 vacation rentals in Naples

Nightly prices starting at
Naples vacation rentals start at €78 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Naples vacation 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!
Top-rated kayak rentals in Naples
Guests agree: these kayak rentals 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
4.94 out of 5 average rating, 163 reviews
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
4.99 out of 5 average rating, 116 reviews
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
4.95 out of 5 average rating, 194 reviews
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!
4.98 out of 5 average rating, 249 reviews
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!
4.99 out of 5 average rating, 266 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.
4.97 out of 5 average rating, 468 reviews
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.
4.96 out of 5 average rating, 120 reviews
Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.
4.99 out of 5 average rating, 186 reviews
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!
4.98 out of 5 average rating, 141 reviews
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.
4.99 out of 5 average rating, 117 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
4.91 out of 5 average rating, 291 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.
4.99 out of 5 average rating, 184 reviewsPopular amenities for Naples kayak rentals
House rentals with a kayak

Gone Coastal!! Spa+Heated Pool Amenities Galore!
4.97 out of 5 average rating, 141 reviews
Private Palm Oasis - Close to Beach
5.0 out of 5 average rating, 71 reviews
Charming Waterfront Tropical Escape Near Downtown
4.88 out of 5 average rating, 51 reviews
"Holiday Heaven" 4 b 3b Pool BBQ
5.0 out of 5 average rating, 15 reviews
Walk To Beach & Shops! New 4 Bdr Pool Heated
4.88 out of 5 average rating, 33 reviews
Bonita Tides | Heated Pool/Spa + 1 Mi to Beach
5.0 out of 5 average rating, 13 reviews
Beautiful Remodeled Home Close to Downtown & Beach
4.91 out of 5 average rating, 22 reviews
Cozy 2 bedroom on the canal with pool and hot tub!
4.78 out of 5 average rating, 18 reviewsCottage rentals with a kayak

Waterfront Matlacha Cottage - Sunsets & Fishing!
4.93 out of 5 average rating, 58 reviews
The Enchanted Cottage on the Imperial River
4.99 out of 5 average rating, 76 reviews
Villa The Island Hideaway 2
4.67 out of 5 average rating, 55 reviews
Sunset Cottage: Lake Front
5.0 out of 5 average rating, 38 reviews
Waterfront/Kayaks/True Salt Life Bliss!
4.91 out of 5 average rating, 111 reviews
Beautiful house on the bay!
4.92 out of 5 average rating, 12 reviews
Quiet Riverside Cottage in Downtown Bonita Springs
5.0 out of 5 average rating, 19 reviews
Flamingo Bay Cottage
5.0 out of 5 average rating, 8 reviewsOther vacation rentals with a kayak

The Club at Naples Cay 501 - Gulf Views
4.97 out of 5 average rating, 60 reviews
New”Waterfront” Gulf Access 3/3 Villa pool heater
4.96 out of 5 average rating, 94 reviews
Chic resort, 4 pools, walk to 5th Ave Restaurants!
5.0 out of 5 average rating, 17 reviews
Tranquil Luxury 2BR Condo Near Beach & 5th Ave
5.0 out of 5 average rating, 5 reviews
GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf
4.92 out of 5 average rating, 37 reviews
Luxury Oasis w/ Heated Pool, Theater Room & Dock!
4.97 out of 5 average rating, 32 reviews
Mediterranean Waterfront Estate on Caloosahatchee
5.0 out of 5 average rating, 8 reviews
Bonaire Grand Luxury Villa
4.88 out of 5 average rating, 16 reviewsWhen is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €196 | €237 | €236 | €177 | €147 | €140 | €128 | €121 | €116 | €131 | €144 | €189 |
| 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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