Vacation rentals with a kayak in Matlacha

4.98 out of 5 average rating, 203 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!

Apartment in Saint James City

Two vibrant blue Adirondack chairs are positioned on a covered porch, inviting relaxation. A welcome sign is displayed nearby, and a potted plant adds a touch of greenery. A decorative rug with a palm leaf design creates a cozy atmosphere on the outdoor space.

4.93 out of 5 average rating, 100 reviews

Island Castaway--Free Kayaks

This is the perfect place to sit back, relax and enjoy the view. You have the privacy of a one-bedroom apartment with small kitchen and bath. We are close to great restaurants and some of the best music on the island. Open water and excellent fishing are minutes away. Two kayaks are set up for fishing and are available for guests to use so bring your fishing rod. Pine Island has no beachs, but Ft Myers Beach is about an hour away or take a ferry ride from Bokeelia to Cayo Costa for the day.

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 living area features a leather sofa with a wooden coffee table at its center. Large windows invite natural light, complemented by a ceiling fan above. To the rear, the open layout leads to a dining area and kitchen, enhancing the bright and airy atmosphere.

4.98 out of 5 average rating, 116 reviews

Spring Sale! Hot Tub+Beach Gear+Just 5 min to Town

-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!

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

4.9 out of 5 average rating, 122 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

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, 122 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!

5 out of 5 average rating, 4 reviews

Home in Matlacha

Lux Oceanfront Island Oasis Fish Kayak Paddleboard

Escape to this tropical Island Oasis perched on the Gulf. Watch dolphins from your balcony! This spacious oceanfront gem is perfect for families or groups. Relax in this unique retreat, only steps from fishing, boating, kayaking, and the Old Florida charm of Matlacha's seafood, art galleries and restaurants. Enjoy stunning water views from every room, a fully equipped kitchen, two fully stocked coffee stations and modern amenities. Your ultimate waterfront getaway awaits!

4.99 out of 5 average rating, 212 reviews

A serene waterfront scene features two small boats gliding through calm waters, surrounded by lush palm trees. Nearby structures exhibit a mix of colors, with a sailboat anchored in the background, creating a peaceful atmosphere in the canal.

Home in Hamlet

Matlacha Paradise! NEW Waterfront Home-Free Kayak

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 person kayak 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.

4.73 out of 5 average rating, 71 reviews

A clear view of a private pool and dock is presented. Two blue lounge chairs are positioned beside the pool, offering a spot to relax. The dock extends into the water, with a boat tied nearby. Lush greenery and an open waterway create a serene backdrop.

Villa in Hamlet

"House by the Sea"

You love the water... then this is your place to be! The 2-story villa with heated pool and Gulf access has been completly renovated in 2024! Start kayaking or by boat exploring the beautiful beaches and Mangroves right from the dock, direct access (Lift is not available right now but small boats can be tied at the dock). Catch your fish and enjoy it for dinner....watch Dolphins pass by.... The private pool privides a nice refreshment after a day out and about.

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

Enjoy the best of the Cape Coral Yacht Club neighborhood. We offer beautifully restored Terrazzo floors along with all new cabinetry, appliances and furniture. The interior of the house has been greatly improved since Hurricane Ian. The lanai, pool and waterfront offer you serene splendor and beauty that you will not want to leave. We provide the most convenient location in Cape Coral, just one mile from the downtown restaurant district.

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, 156 reviews

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.

Popular amenities for Matlacha kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.88 out of 5 average rating, 34 reviews

A covered outdoor area features a thatched roof and a concrete floor leading to a waterfront. Noticeable are the boat lifts to the side, with calm waters reflecting the blue sky and clouds. Potted plants are positioned near the entrance, adding a touch of greenery.

Home in Saint James City

Fisherman's island paradise - Southwest Florida

A spacious living area features a light blue sectional sofa, a round coffee table, and a patterned area rug. Natural light floods in through large windows, complemented by plantation shutters. Decorative art pieces and a ceiling fan add a modern touch to the inviting space.

5 out of 5 average rating, 13 reviews

Villa Flamingo Gulf Access Oasis

A screened-in outdoor space features a private swimming pool surrounded by tropical greenery and a waterfront view. Two loungers are positioned near the pool, each adorned with decorative cushions. Light blue pool toys float on the water, creating a relaxed atmosphere.

5 out of 5 average rating, 43 reviews

Waterfront home with pool-bikes-kayaks and 2 kings

4.89 out of 5 average rating, 9 reviews

New! Dog Friendly w/Pool, Hot tub, & Boat Rental

4.97 out of 5 average rating, 38 reviews

Two kayaks are positioned on the grassy area beside a dock, surrounded by palm trees under a clear blue sky. Lounge chairs are located nearby, inviting relaxation by the waterfront. The house is visible in the background, blending seamlessly into the tropical landscape.

Home in North Fort Myers

Winter Sale: Hot Tub, Firepit, Kayak & Fishing fun

5 out of 5 average rating, 13 reviews

A coastal-style house with a light blue exterior is seen from the driveway. Two garage doors are positioned beneath a covered entrance with steps leading to the front door. Palm trees and landscaping softly frame the home, complementing the inviting surroundings.

Home in Saint James City

Island Getaway

5 out of 5 average rating, 42 reviews

A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.

Home in Bokeelia

Waterfront Oasis with Boat Lift & Hot Tub

A heated pool is visible, surrounded by a spacious deck that accommodates lounge chairs and includes views of the river and palm trees. The water's surface reflects the clear blue sky, creating a serene outdoor atmosphere.

5 out of 5 average rating, 20 reviews

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool

Cottage rentals with a kayak

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

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

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

4.29 out of 5 average rating, 7 reviews

A serene outdoor space features a clear, heated saltwater pool surrounded by lush palm trees. Colorful kayaks are visible along the lakefront, while blue lounge chairs provide comfort for relaxing under the sun. The tranquil water reflects the blue sky and nearby greenery.

Cottage in Cape Coral

Cape Lake House Lake Front

A lush green lawn is bordered by palm trees and shrubbery, with a charming house featuring large glass doors. A gentle rainbow arcs over the scene, enhancing the serene atmosphere. Soft lighting from pathway fixtures highlights the stone walkway leading up to the entrance.

Cottage in Fort Myers

Luxury Waterfront Villa + Guest House

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, 202 reviews

Captains Cottage

4.97 out of 5 average rating, 66 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

5 out of 5 average rating, 26 reviews

A spacious living area features light-colored furniture arranged for comfort. Large windows allow for abundant natural light while offering views of the lake. Decorative elements include a flat-screen television and beach-themed art, creating a relaxed ambiance within the home.

Cottage in Cape Coral

Sunset Cottage: Lake Front

Other vacation rentals with a kayak

4.75 out of 5 average rating, 28 reviews

A spacious pool area is showcased, featuring a large swimming pool alongside a whirlpool spa. Lush palm trees frame the space, and a tranquil canal is visible in the background. The area is enclosed with a screen to provide comfort and protection from insects.

Villa

Villa Harley Summer

The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.

4.92 out of 5 average rating, 24 reviews

Sea you at the Cape

Villa in Saint James City

A spacious villa surrounded by lush palm trees offers a welcoming facade. A large driveway leads to the entrance, while elevated decks provide views of the landscaped surroundings. Bright blue skies and scattered clouds create a cheerful backdrop to the inviting exterior.

4.8 out of 5 average rating, 5 reviews

Seaside Villa Destin In the heart of Pine Island

5 out of 5 average rating, 55 reviews

An aerial view of the villa showcases a spacious property with a large custom heated saltwater pool, surrounded by a screened lanai. Two kayaks rest on the lush green lawn, and the private dock extends into the calm canal waters.

Villa in Cape Coral

Luxury new construction Villa Ocean Kiss on canal

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

4.98 out of 5 average rating, 46 reviews

Two bright turquoise Adirondack chairs are positioned on a concrete deck, facing a calm waterfront. Reflections of nearby docks and palms are visible on the water's surface, creating a serene setting for relaxation.

Home in Saint James City

Paradise Found -3 Kayaks and lift on property

5 out of 5 average rating, 65 reviews

Water's Edge Retreat: 4 bedroom*Heated Pool*Boat L

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.