
Holiday rentals with a kayak in Naples
Find and book unique kayak rentals on Airbnb
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

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!

Nov Sale! Pingpong+Beach Gear+5 min to Downtown
-5 min to Downtown Cape/10 min to Yacht Club Beach, 20 min to Causeway Beach, 25 min to Ft Myers & Sanibel Beach -Tropical fenced backyard w/ pool, hot tub, gas firepit, swing chair, hammock & Blackstone grill -Beach essentials, boogie boards, umbrellas, beach wagon, cooler & chairs -Board games, ping-pong, corn-hole, darts, 2 kayaks+life jackets -2 Beach Cruiser bikes + helmets -Relaxing enclosed covered patio + string lights, neon sign & grass wall -Canal access for kayak launch 5 min away

Waterfront Hideaway
This picturesque Airbnb is a hidden gem nestled along a canal with a 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. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

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.

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!

Three Palms Oasis - 2 Miles to Beach and 5th Ave
We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

Gone Coastal!! Spa+Heated Pool Amenities Galore!
This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.

Luxury Waterfront Villa• Heated Pool• Dock• Kayaks
Welcome to Sprocket Boathouse, your private, pet-friendly waterfront escape on one of Cape Coral’s widest canals. Watch incredible sunsets from the heated pool, paddle the canals on complimentary kayaks or fish right from your own dock. Start your mornings spotting turtles, iguanas, & herons along the water. Spend the day floating under the sun, then wind down with cocktails & a barbecue as the sky turns pink over the canal.

Flirty Flamingo Gulf Access Cape Coral Home
Lovely waterfront gulf access home in SW Cape Coral awaits you. 3 separate bedrooms and 2 full bathrooms will ensure everyone is comfortable. The lanai and screen covered heated pool will keep you cool under the warm Florida sun while keeping the bugs out. The house is fully equipped with a newly renovated kitchen and new dock with tiki hut. Close to entertainment: lots of bars, restaurants, & beaches.

Imperial Garden Riverside Retreat
Escape to paradise in our charming 3BR, 2BA home with a cozy den and extra bed. Enjoy privacy and seclusion in the tropical garden with a fire pit. Relax in the saltwater pool or unwind in the hot tub. With river access and paddleboards provided, adventure awaits. Fire up the gas grill for a delightful cookout. Ideal for families or friends seeking a serene, private retreat with all the comforts of home.
Popular amenities for kayak rentals in Naples
House rentals with a kayak

The Great Escape Beach House/ Pool/ Dock

The Lily Pad + Waterfront + Pool + Golf Simulator

Cape VillaVista - Newly Listed!

Surf-Inspired Luxury with Pool & Dock!

Sunset view Villa

Sunny Pool Beach/Island Escape in Comfy Canal Home

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Last Minute-Villa Plantation-spacious, great view
Cottage rentals with a kayak

The Enchanted Cottage on the Imperial River

Villa The Island Hideaway 2

Cottage Close to Vanderbilt Beach Heated Pool

The Coqui Palace

Quiet Riverside Cottage in Downtown Bonita Springs

Cape Lake House Lake Front

Captains Cottage

5BR riverfront cottages with dock, kayaks, & patio
Other holiday rentals with a kayak

Lux 5 bdrm waterfront, pool&hot-tub, dock Fishing!

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

5 Star Paradise Plus/Canal/Pool/Spa/KayaksSp.offer

3

VRCC Villa Alany-Miami style gem-lastminute deals

Pool! Sunset Lake Views!

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

Perfect "Tiny" Tree -Lake House
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $351 SGD | $331 SGD | $301 SGD | $224 SGD | $201 SGD | $244 SGD | $254 SGD | $183 SGD | $207 SGD | $292 SGD | $321 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 |
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 $104 SGD per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

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

Pet-friendly holiday rentals
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

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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- House rentals Naples
- Rentals with a fireplace Naples
- Beach apartment rentals Naples
- Rentals with breakfast Naples
- Serviced apartment rentals Naples
- Resort rentals Naples
- Apartment rentals Naples
- Rentals with outdoor seating Naples
- Rentals with a sauna Naples
- Waterfront rentals Naples
- Rentals with pools Naples
- Rentals with an EV charger Naples
- Guest house rentals Naples
- Villa rentals Naples
- Rentals with a hot tub Naples
- Rentals with a patio Naples
- Beach house rentals Naples
- Rentals with a firepit Naples
- Pet-friendly rentals Naples
- Flat rentals Naples
- Fitness-friendly rentals Naples
- Rentals with lake access Naples
- Beachfront rentals Naples
- Family-friendly rentals Naples
- Rentals with beach access Naples
- Rentals with a washing machine and dryer Naples
- Cottage rentals Naples
- Townhouse 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
- Barefoot beach Bonita Springs,FL
- The Club at The Strand
- Clam Pass Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Panther Run Golf Club
- LaPlaya Golf Club
- Morgan Beach
- Worthington Country Club
- Seagate Beach Club
- Spanish Wells Country Club
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- The National Golf & Country Club Ave Maria
- Sanibel Island Northern Beach
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Bunche Beach
- Via Miramar Beach