
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 G$18,789 GYD 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
LocationOutdoor spacesGetting around

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
Outdoor spacesValueAmenities

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
LocationOutdoor spacesLayout

Private Palm Oasis - Close to Beach
Private palm house with heated pool & spa that is close to Barefoot Beach and Bonita Beach in Bonita Springs / North Naples / Collier County / Florida. Private backyard surrounded by palms. Open floor plan with flowing indoor/outdoor living, screened pool area and fenced yard. Numerous seating areas for entertaining & relaxing. Large kitchen island, granite counter tops, stainless steel appliances. Large LED TVs inside (w/ JBL soundbar) & out. Workstation. All new furnishings. No details spared.
LocationOutdoor spacesHospitality

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!
ValueLocationWalkability

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.
ValueLocationWalkability

Walk To Beach & Shops! New 4 Bdr Pool Heated
This exquisite 4-bedroom home 🏡 comfortably sleeps 10 guests and sits blocks away from the beaches 🏖️, 30+ restaurants, 90+ shops, Publix, golf, Zoo - all within an easy walking distance of <1 mile! The south-facing FREE heated swimming pool offers all-day fun in the sun or on the patio w/BBQ! Wear Tommy Bahama️ beach gear to hit the ocean or ride 5 bikes! Enjoy luxuries like top-of-the-line hybrid mattresses 🛏️, 4K OLED TVs 📺, Gigabit Internet. FREE beach parking pass for 30 days stay!
LocationOutdoor spacesGetting around

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.
Outdoor spacesLocationSleep quality

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!
Outdoor spacesLocationWifi

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.
LocationValueIndoor spaces

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.
Outdoor spacesValueLaundry

" 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.
Outdoor spacesValueGetting around
Popular amenities for Naples kayak rentals
House rentals with a kayak

Gone Coastal!! Spa+Heated Pool Amenities Galore!
Outdoor spacesLocationCheckout

"Holiday Heaven" 4 b 3b Pool BBQ
LocationOutdoor spacesCondition

Charming Waterfront Tropical Escape Near Downtown
Outdoor spacesLocationPool

Cozy 2 bedroom on the canal with pool and hot tub!
Outdoor spacesLocationCondition

Mi aMora - Waterfront Home - pool, hot tub, kayaks
LocationOutdoor spacesPool

Beautiful Remodeled Home Close to Downtown & Beach
Outdoor spacesLocationAccuracy

Boater’s Paradise: No-Bridge Gulf Access & Pool
Outdoor spacesLocationBathroom

Cape Escape | Hot Tub | Heated Pool | Game Room
Outdoor spacesLocationAmenities
Cottage rentals with a kayak

Cottage Close to Vanderbilt Beach Heated Pool
LocationValueLayout

Waterfront Matlacha Cottage - Sunsets & Fishing!
ValueLocationAccuracy

The Enchanted Cottage on the Imperial River
LocationOutdoor spacesBathroom

Sunset Cottage: Lake Front
Outdoor spacesLocationView

Villa The Island Hideaway 2
Outdoor spacesLocationHeating

Waterfront/Kayaks/True Salt Life Bliss!
ValueOutdoor spacesParking

Beautiful house on the bay!
Outdoor spacesLocationHospitality

Quiet Riverside Cottage in Downtown Bonita Springs
LocationOutdoor spacesPets
Other vacation rentals with a kayak

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

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

Mediterranean Waterfront Estate on Caloosahatchee
LocationValueComfort

Bonaire Grand Luxury Villa
Outdoor spacesLocationHospitality

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

Private Waterfront Paradise 3/3 Pool Home on Canal
Outdoor spacesLocationCleanliness

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!
LocationOutdoor spacesAccuracy

NEW!Pelican Paradise Retreat - Gulf Access
LocationOutdoor spacesCheck-in
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,972 GYD | G$56,784 GYD | G$56,576 GYD | G$42,380 GYD | G$35,282 GYD | G$33,611 GYD | G$30,689 GYD | G$29,019 GYD | G$27,766 GYD | G$31,315 GYD | G$34,446 GYD | G$45,302 GYD |
| 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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