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Vacation rentals with a kayak in Naples

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Naples

Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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Home in Matlacha

4.8 out of 5 average rating, 20 reviews

Paradise Waterfront Kayak, bikes Fish from dock

Newly remodeled Gulf access waterfront oasis. Upstairs unit 2 bedrooms, 1 full bath, kitchen, washer/dryer. Sleeps 6 comfortably, pillow-top beds: 1 king, 1 queen memory foam pull out sofa & pack/play crib. In the heart of Matlacha walking distance to town. Bring your own boat available for use kayaks, canoe, bikes, boat dock, and fishing rods. Direct TV with sports package, high speed internet. Boat Ramp less than half-mile away. Guest favorite air conditioning enclosed lanai with table sits 10

Guest favourite

Rental unit in Alva

4.97 out of 5 average rating, 35 reviews

River views, boat slip, sleeps 5, pet friendly

Relax with family, friends at this quiet place. Bring your boat, fishing poles or tubes, kayaks, bikes and marshmallows for the campfire. This above garage guest house has serene water views, bedroom, bathroom, washer, dryer, full kitchen, 22” queen, and small futon. Bring your boat for fishing, tubing, fossil hunting and exploring on the Caloosahatchee. Park your boat in the canal. Inside storage for fishing poles, tackle and bikes for the mountain biking park across the river. Dogs ok.

Guest favourite

Home in Cayo Costa

4.92 out of 5 average rating, 25 reviews

Cayo Costa Paradise Found

•Try before you buy this stunning Airbnb. It will be FOR SALE January of 2025 when my wife and I retire! • 360”views! • On the beach! • Artsy! .• Sleeps 6 (2 Queen, 2 Twin) • Additional unit on 1st fl. . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming, dolphins,manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses • 2 Full bath, 2 1/2 bath, 2 outside showers! • Towels, linens, soap, shampoo! • Fire pit!

Guest favourite

Home in Matlacha

5 out of 5 average rating, 27 reviews

The White Egret On Matlacha

Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, smart TV's, and smart home applications. Enjoy the balconies with sunrise and sunset views. Kayak directly off the back dock from the properties private kayak launch . You can fish right off the back dock, bike, or walk to the local shops/restaurants and the world famous Matlacha bridge, which is less than half a mile away. 2 Kayaks and 2 bicycles are included in the rental.

Guest favourite

Home in Matlacha

4.98 out of 5 average rating, 41 reviews

Fisherman's Cottage at Matlacha

Take it easy at this unique and tranquil getaway. Incredible Pine Island Sound waterfront home on Matlacha Island in SW Florida. The absolute best sunset views in all of Florida. Watch the manatees and dolphins play under the pelicans, osprey, eagles and rosetta spoonbills. Catch snook, trout, tarpon and redfish off the dock or untie your boat and head out to some of the most beautiful, fish infested waters in the world! Don't have a boat? Hop on the provided kayak or our guide's boat.......

Guest favourite

Home in Pelican

4.94 out of 5 average rating, 34 reviews

Family Friendly Gulf Access Villa with Pool

Cape Sunset: A Waterfront Paradise with Pool and Kayaks! This 3-bedroom home is furnished with new modern and coastal furniture and décor for a stylish and comfortable stay. Play albums on the vintage Marantz stereo & Enjoy the pool, kayak on the canals, watch amazing sunsets and fish from the dock in the backyard! All bedrooms have smart TVs with major apps and new Tempur-Pedic mattresses. Close to Cape Coral attractions, beaches, shopping & restaurants! Guided boat tours also available !

Guest favourite

Home in Matlacha

4.93 out of 5 average rating, 151 reviews

Turquoise Dolphin on Open Water/HeatedPool

This home is on Matlacha Pass! Enjoy the gorgeous views of Matlacha Pass and watch the dolphins play from nearly every room in this home. an open Kitchen that acts as the central hub of the home that any chef would love! The exposed beam ceiling in the den and windowed office adds great character to this spacious home. The master bedroom overlooks the canal and features a walk in closet with custom built in cabinets. Enjoy watching the famous Matlacha Island Sunsets from your backyard.

Guest favourite

Home in Caloosahatchee

5 out of 5 average rating, 34 reviews

Cape Coral Gem, Newly Remodeled, Waterfront.!

Vacation Paradise..! Enjoy Cape Coral at this finest....! Boaters dream 2 mins to the caloosahatchee and open waters. Make no mistake the best backcountry fishing in florida is here...! 3 Bedroom with 2 bathroom home newly remodeled with everything you will need to relax..! You will have 2 brand new kayaks and 2 new bicycles for your use at no addl charge...! 35 ft. of dock space to park your boat or one you rent. Low water Kayak access for your convineance. What are you waiting for?

Guest favourite

Home in Fort Myers

5 out of 5 average rating, 26 reviews

Rivers Edge Oasis, Our Secluded Paradise-Sleep 21+

Sleeps 21+/5 BR/4 bath/4 Kings/2 Queens/4 Twins/2 queen sofa sleepers & 1 twin sofa sleeper. Welcome to OUR hidden gem! A boater’s dream - boat dock, including 10,000-pound boat lift, kayaks, paddle boards, and quick access to open waters. Boat Rentals 5 minutes away. See manatees, turtles, & several species of birds. It is truly a perfect Paradise set-up for any occasion with loved ones. Pool, spa, pool table, ping pong, foosball, arcade games, corn hole, and lots of SUN & FUN.

Guest favourite

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 & 2 person kayaks for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Guest favourite

Home in Pelican

4.94 out of 5 average rating, 17 reviews

Amapola House

Unwind with your entire family at this serene accommodation. Delight in kayaking or fishing along the tranquil canal at the rear. Arrange a delightful 2-hour dolphin tour on our new boat accommodating up to 7 people. Alternatively, take a dip in the inviting heated pool and savor a barbecue with your favorite steak. Located in the heart of Cape Coral with water front Gulf access, it's an excellent choice for your stay.

Rental unit in Cape Coral

4.89 out of 5 average rating, 9 reviews

Serenity Bay #3

This is a one-bedroom, one and half-bathroom, two-room suite with two closets. Nestled in the heart of Matlacha, on the open waters of the Matlacha Aquatic Preserve. The sunsets will dazzle you! Walk to everything in Matlacha, from its unique history and fishing charters to its local artisan shops, seafood, restaurants, and galleries. Great for kayaking and fishing, near the Great Calusa Blueway Paddling Trail.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for Naples kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Guest favourite

Home in Pelican

5 out of 5 average rating, 15 reviews

Canal Home Heated Pool,Bikes, Kayaks & Boat Option

Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 19 reviews

Cozy house on the water with plenty of sleep room

Guest favourite

Home in Caloosahatchee

4.89 out of 5 average rating, 45 reviews

Sun drenched Canal Home

Guest favourite

Home in Cape Coral

5 out of 5 average rating, 28 reviews

Waterfront, Gulf Access, Dock, Heated Pool & Kayak

Guest favourite

Home in Naples Park

4.94 out of 5 average rating, 115 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

Home in Fort Myers

5 out of 5 average rating, 5 reviews

Snowbirds - 2BR Million $ Amazing Waterfront View!

Guest favourite

Home in Naples

4.98 out of 5 average rating, 158 reviews

Gulf Access Sanctuary, Kayaks, Bikes, ebikes

Guest favourite

Home in Caloosahatchee

5 out of 5 average rating, 25 reviews

Casa Marina

Cottage rentals with a kayak

Guest favourite

Cottage in Bonita Springs

4.98 out of 5 average rating, 51 reviews

The Enchanted Cottage on the Imperial River

Cottage in North Fort Myers

4.91 out of 5 average rating, 11 reviews

Last Minute-Villa Seafan-modern, pool, kayaks

Guest favourite

Cottage in East Naples

4.94 out of 5 average rating, 119 reviews

Tropical Cottage by the Sea

Cottage in Caloosahatchee

4.62 out of 5 average rating, 47 reviews

Villa The Island Hideaway 2

Guest favourite

Cottage in Naples Park

4.89 out of 5 average rating, 228 reviews

House w/Heated pool close to Vanderbilt beach

Cottage in Saint James City

5 out of 5 average rating, 5 reviews

Flamingo Bay Cottage

Cottage in Bokeelia

4.75 out of 5 average rating, 153 reviews

Captains Cottage

Guest favourite

Cottage in Saint James City

5 out of 5 average rating, 38 reviews

Waterside Cottage

Cabin rentals with a kayak

Guest favourite

Cabin in Fort Myers Beach

5 out of 5 average rating, 8 reviews

Cozy Spot close to beaches

Cabin in Everglades City

4.63 out of 5 average rating, 49 reviews

Wood cabin with private dock

Cabin in Bonita Springs

4.77 out of 5 average rating, 244 reviews

Exotic, Romantic, Private River Cabin for 2

Guest favourite

Cabin in Bonita Springs

4.9 out of 5 average rating, 261 reviews

Romantic River Cabin for 2; Beautiful Nature View

Quick stats about vacation rentals with a kayak in Naples

Total rentals
40 properties
Nightly prices starting at
$95 CAD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool

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