
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.

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!

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 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.

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

Luxury Canal Villa•Heated Pool•Dock•Fishing•Kayaks
Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the house gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

Cape Serenity- Luxury Waterfront Residence
This recently renovated, fully equipped home offers serenity and relaxation as you unwind in this gorgeous 3 bed, 3 bath residence. Located off the Caloosahatchee River, it is one of just a few select homes in the area that offers both privacy and luxury, along with direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck, Ev charger, renovated kitchen and bathrooms and modern touches throughout to enhance your experience. Updated photos coming soon!

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.

13 Downtown Near Beach Free Heated Pool and Spa
No sargassum or seaweed on our beaches in Naples! 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.

Charming Waterfront Tropical Escape Near Downtown
4 bedroom 4 bathroom home. Nice private office to work if needed. The whole group will enjoy easy access to everything from this centrally located charming old Florida property with pool. Minutes from bayshore and all its waterfront restaurants and cafes. Only 2 miles from beaches and downtown! The home is gated, very private and surrounded by water, a tropical oasis with lots of space!
Popular amenities for Naples kayak rentals
Holiday House Rentals with a Kayak

Waterfront Family Retreat/Heated Pool/kayaks&Games

Western Sunsets-Heated Pool-Dock-Fresh Water Canal

Riverfront Estate w/ Pool, 5-min to Beach

Charming & Unique "River Shack" House!

Intervillas Florida - Villa Xanadu

Water Front | Modern Open Concept | Beach Vibes

Belle Rio Paradise - Pool Home near beach on canal

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

The Enchanted Cottage on the Imperial River

Flamingo Bay Cottage

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Captains Cottage

Boat Paradise Gulf Access 2,000 sf home 62 ft dock

Waterfront/Kayaks/True Salt Life Bliss!

Charming Waterfront Cottage on peaceful Matlacha!
Other holiday rentals with a kayak

Gulf Access Home with Heated Pool in Yacht Club

85" TV, World Tennis Club, Beach 4mi, Sauna

Sleep over the water- Boathouse with Private Dock

MARBEYA

Island Paradise-The Sandy Banana-across from beach

Seaside Villa The Sanibel

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

Mediterranean Waterfront Estate on Caloosahatchee
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $376 NZD | $455 NZD | $453 NZD | $388 NZD | $289 NZD | $259 NZD | $246 NZD | $232 NZD | $222 NZD | $251 NZD | $276 NZD | $363 NZD |
| 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 $167 NZD 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Townhouse rentals Naples
- Rentals with pools Naples
- Resort rentals Naples
- House rentals Naples
- Beach house rentals Naples
- Condo rentals Naples
- Guesthouse rentals Naples
- Rentals with a fireplace Naples
- Rentals with a sauna Naples
- Serviced apartment rentals Naples
- Rentals with beach access Naples
- Villa rentals Naples
- Fitness-friendly rentals Naples
- Apartment rentals Naples
- Rentals with breakfast Naples
- Rentals with lake access Naples
- Rentals with a washing machine and dryer Naples
- Hotel rooms Naples
- Waterfront rentals Naples
- Cottage rentals Naples
- Beach condo rentals Naples
- Rentals with a hot tub Naples
- Rentals with a patio Naples
- Rentals with outdoor seating Naples
- Rentals with a fire pit Naples
- Pet-friendly rentals Naples
- Rentals with an EV charger Naples
- Beachfront rentals Naples
- Family-friendly rentals Naples
- Rentals with a kayak Collier County
- Rentals with a kayak Florida
- 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
- Bowman's Beach
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Edison & Ford Winter Estates
- Big Cypress National Preserve
- Bunche Beach
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Coconut Point
- Ave Maria University
- Lovers Key State Park
- Sun Splash Family Waterpark
- Manatee Park
- Hertz Arena





