
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 $141 AUD per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

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

Pet-friendly accommodation
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

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!
Top-rated Accommodation with a Kayak in Naples
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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

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!

1Rm Studio-Pool, HotTub, Bikes, Kayaks, Near Beach
This is a separate, private studio with private entrance attached to the main house, but on 2nd floor above garage. You are on a completely separate floor behind a locked door. Laundry rm. is a connecting, shared space. I live in the main house. We don’t cross paths unless you want to meet. Save $ with our FREE bikes & kayaks- launch in backyard! Reminder: Airbnb is now charging hosts a 15% fee, so the price you see is not the price I get. If you want to spend less, check out Additional Photos.

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!

Coffee & Wine | Hot Tub | Near Beach & Downtown
Welcome to Coffee & Wine! ☕️🍷 Why should you book with us?👇 -Best location in Naples -Private & peaceful setting -Hot tub for relaxing nights -Fully equipped kitchen -Walk to brewery, wine & dining -6 min to Downtown Naples & 5th Ave -10 min to Naples Pier & beaches -5 min Naples Bay Marina -5 min USOP National Pickleball Center -6 min Naples Airport -Gulf access canal -Boat friendly parking -Fast WiFi & Smart TVs -Washer & dryer -Sleeps up to 6 guests -Self check-in & hosts available 24/7

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.

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.

13 Downtown Near Beach Free Heated Pool and Spa
WELCOME PICKBALLERS! We are close to Naples Community Park and downtown Naples and beaches, perfect location! Come to Naples for your vacation this year! Prices slashed 50% off for off season! 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.

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.

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
Popular amenities for Naples kayak rentals
Holiday House Rentals with a Kayak

Waterfront Family Retreat/Heated Pool/kayaks&Games

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks

Charming & Unique "River Shack" House!

Intervillas Florida - Xanadu Villa

* New Built 2025 * 3 BR * Canalfront *Hot Tub*

Cape Escape | Hot Tub | Heated Pool | Game Room

Cape Serenity- Luxury Waterfront Residence

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Cottages with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Flamingo Bay Cottage

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Cape Lake House Lake Front

Captains Cottage

Boat Paradise Gulf Access 2,000 sf home 62 ft dock
Other holiday rentals with a kayak

Private home resort on the river family fun

May Sale: Dock, Hot Tub, Kayaks, Fishing & Pets

Lover's Key Resort Unit #807

Gulf Access, HTD Pool, Smart TVs, 4 Kayaks, Bikes+

Riverside Cottage just a short walk to downtown!

Seaside Villa Majestic

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

NEW - Heated Pool & Spa - Gulf Access Lake - BBQ
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $317 AUD | $383 AUD | $381 AUD | $327 AUD | $243 AUD | $218 AUD | $207 AUD | $196 AUD | $187 AUD | $211 AUD | $232 AUD | $305 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 |
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- Rentals with a kayak Collier County
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- Rentals with a kayak United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- Clam Pass Park
- Bowman's Beach
- The Naples Pier
- Edison & Ford Winter Estates
- Jetblue Park
- Yacht Club Public Beach
- Big Cypress National Preserve
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Ave Maria University
- Bunche Beach
- Coconut Point
- Lovers Key State Park
- Manatee Park
- Hertz Arena
- Sun Splash Family Waterpark





