Holiday rentals with a kayak in Marco Island

4.98 out of 5 average rating, 202 reviews

The modern kitchen is equipped with white cabinetry and stainless-steel appliances. A circular table with seating for four is positioned near a large glass sliding door that allows natural light and offers views of the outdoor space. A ceiling fan adds comfort to the room.

Guesthouse in Fort Myers

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!

A spacious deck extends over the canal, surrounded by lush palm trees. Comfortable seating is arranged around a fire pit, with a paddleboard propped nearby. A BBQ grill is visible, inviting outdoor dining in a serene waterfront setting.

4.95 out of 5 average rating, 126 reviews

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

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 239 reviews

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!

A spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 175 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

4.99 out of 5 average rating, 99 reviews

The heated saltwater pool, framed by a screened enclosure, reflects the evening sky's soft hues. Surrounding palm trees and ambient lights add a serene ambiance to the outdoor space. Paver stones lead to the pool area, enhancing accessibility and comfort.

Home in Marco Island

90F saltwater pool w/boat trailer storage&10K#lift

Everything you could need is provided in this comfortable home with desirable SW exposure and direct access to the gulf. New addition of free boat storage on property. We have a gravel side yard with a gate to block the sight of the trailer from the road per Marco regulations. A boat lift and floating jet dock are available for easy use of kayaks and paddleboards. Pool is set to 88 F 🏝️ Upgraded beds, now have 2 queen Casper mattresses and 1 king Casper mattress. House is tiled throughout.

4.95 out of 5 average rating, 140 reviews

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

A spacious outdoor seating area is featured, showcasing a glass-top table surrounded by six chairs. The patio is complemented by a gas grill on one side. Large sliding doors provide a view of the interior dining area and kitchen, blending indoor and outdoor settings.

4.98 out of 5 average rating, 192 reviews

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.

4.99 out of 5 average rating, 154 reviews

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

Home in Naples Park

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.

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

4.98 out of 5 average rating, 121 reviews

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!

4.97 out of 5 average rating, 123 reviews

Cottage in Marco Island

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock

Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

5 out of 5 average rating, 14 reviews

An aerial view of a large outdoor pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over several seating areas, and vibrant landscaping enhances the tropical setting, complementing the pool's unique shape and inviting blue water.

Apartment in Naples

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

Welcome to your paradise at Lely Resort! This spacious 2-bedroom, 2-bath condo offers a perfect blend of comfort and luxury. Enjoy access to a huge pool, two golf courses, and well-maintained tennis and pickleball courts. Indulge in delicious meals at nearby restaurants or explore the area with convenient bike rentals. Our second floor location offers you the perfect spot to take in the beautiful views on a private balcony.

4.89 out of 5 average rating, 111 reviews

A modern outdoor pool area is featured, including a white umbrella providing shade over a circular base. Two sun loungers are positioned partially submerged in the water, offering a relaxing space. Lush greenery surrounds the pool, enhancing the serene outdoor environment.

Apartment in Naples

13 Downtown Near Beach Free Heated Pool and Spa

Come to Naples for your vacation this year! Prices slashed 70% off for off season! Mid week discounts. 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.

Popular amenities for Marco Island kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

5 out of 5 average rating, 59 reviews

A large covered lanai surrounds a heated pool, reflecting the colors of the sunrise. Lush greenery is visible along the water's edge, while palm trees frame the serene canal scene. Boats are moored nearby, suggesting easy access to outdoor activities.

Home in Marco Island

Waterfront Canal home with dock, heated pool

5 out of 5 average rating, 56 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

The outdoor area features a heated pool with illuminated waters, a spa, and a Tiki Hut. Soft lighting highlights the architecture of the home, including arched columns. Lounge chairs provide seating near the pool, with direct access to the indoor entertainment area visible in the background.

5 out of 5 average rating, 7 reviews

Luxury Oasis w/ Heated Pool, Theater Room & Dock!

A serene waterfront view is captured from a dock, showcasing calm waters reflecting palm trees and houses along the shore. The dock is anchored with sturdy posts topped by black finials and surrounded by a gentle rope, emphasizing the peaceful ambiance.

4.97 out of 5 average rating, 155 reviews

Flirty Flamingo Gulf Access Cape Coral Home

A screened lanai features a rectangular pool surrounded by tropical greenery. Outdoor dining furniture is visible near a glass table, offering a place to enjoy meals. Colorful pool floats and lounge chairs add to the inviting space, with the waterfront just beyond the pool area.

4.84 out of 5 average rating, 112 reviews

Peaceful Oasis

The exterior of a two-story house features a light-colored façade with a balcony above the porch. A wide driveway accommodates multiple vehicles, bordered by well-maintained grass and landscaping. Palm trees add a touch of tropical flair to the surroundings.

4.76 out of 5 average rating, 17 reviews

Capri Charm Remodeled Oasis w/ Heated Pool-Kayaks

Superhost

An aerial view showcases a spacious home nestled in a lush, tropical landscape. A private pool can be seen adjacent to a large deck, surrounded by vibrant greenery and trees, with water visible nearby, enhancing the property's outdoor appeal.

4.87 out of 5 average rating, 38 reviews

Charming Waterfront Tropical Escape Near Downtown

5 out of 5 average rating, 5 reviews

Home in Marco Island

Beach Bliss Exquisite home & close to the beach!

Cottages with a kayak

Cottage in Bonita Springs

A serene view of the Enchanted Cottage is showcased amidst lush tropical landscaping. Pathways with stone pavers lead towards the quaint entrance, bordered by various palms and flowering plants that enhance the peaceful garden setting.

4.99 out of 5 average rating, 70 reviews

The Enchanted Cottage on the Imperial River

The exterior of the villa features a light-colored façade with a sloped roof and a well-maintained lawn adorned with tropical plants. A driveway leads up to a garage on one side, while a double entrance door provides access to the home.

Cottage in Cape Coral

4.65 out of 5 average rating, 51 reviews

Villa The Island Hideaway 2

4.91 out of 5 average rating, 264 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

A tranquil waterway is visible, reflecting the surrounding structures and sky. A private boat dock extends into the canal, offering access to boats moored nearby. The scene features well-maintained properties lining the banks, framed by palm trees and grassy areas.

Cottage in Saint James City

5 out of 5 average rating, 7 reviews

Flamingo Bay Cottage

Cottage in Bonita Springs

4.54 out of 5 average rating, 26 reviews

Snowbird-friendly 3BR historical cottage with W/D

A bright and inviting living area features pastel yellow walls complemented by an array of furnishings in varied hues. The space includes a dining table with chairs, a cozy seating area with a striped sofa, and decorative artwork adorning the walls.

Cottage in Hamlet

4.88 out of 5 average rating, 42 reviews

The Coqui Palace

Cottage in Bonita Springs

An outdoor seating area features a round black table surrounded by six metal chairs, set against a backdrop of white siding. A potted plant sits in the center of the table. Sunlight filters through the nearby window, enhancing the inviting atmosphere.

5 out of 5 average rating, 17 reviews

Quiet Riverside Cottage in Downtown Bonita Springs

A charming island cottage is surrounded by lush palm trees and tropical foliage. Two blue chairs are positioned on the gravel driveway, inviting relaxation. The entrance is framed by vibrant greenery, and a metal roof reflects the sunny skies.

Cottage in Bokeelia

4.7 out of 5 average rating, 201 reviews

Captains Cottage

Other holiday rentals with a kayak

An aerial view of a spacious home features a heated infinitive pool and hot tub, surrounded by lounge chairs on a patio. A private dock accommodates a boat, with manicured lawns and tropical landscaping completing the outdoor setting.

5 out of 5 average rating, 37 reviews

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Superhost

Home in Saint James City

5 out of 5 average rating, 3 reviews

Tropical Sunset

5 out of 5 average rating, 12 reviews

A screened-in patio features a rectangular table surrounded by several chairs, offering a view of the lush green lawn and the pool area. The ocean can be seen in the background, with palm trees lining the property. Beach gear is stored neatly on the wall.

Condo in Sanibel

Sanibel Island - Steps From Beach - Sandalfoot 2B2

An expansive outdoor area features a massive infinity pool reflecting the colors of the sunset. Lounge chairs are positioned around the pool, while the villa’s modern architecture and wide glass doors provide a seamless connection to the inviting interior space.

5 out of 5 average rating, 10 reviews

Intervillas Florida - Xanadu Villa

A covered outdoor seating area is illuminated by soft string lights. Wooden chairs and a small table are arranged on a stone patio, surrounded by lush trees and vegetation, creating a peaceful setting for relaxation.

4.93 out of 5 average rating, 44 reviews

Casita Canal

Condo in Fort Myers Beach

A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.

4.95 out of 5 average rating, 57 reviews

Lover's Key Resort Unit #807

5 out of 5 average rating, 21 reviews

A private balcony offers a scenic view of calm waters bordered by lush greenery. The sliding glass door provides access, while a simple chair is visible on the balcony. A boat can be seen gliding along the water, under a sky with soft clouds.

Apartment in Cape Coral

Manatee Suite 2 / Funky Fish House at Cape Harbour

Two glasses of water are served with orange garnishes, resting on a metal side table. The screen-in lanai frames a view of a clear pool, surrounded by lounge cushions. Lush greenery and palm trees are visible beyond the pool.