Holiday rentals with a kayak in Matlacha

4.97 out of 5 average rating, 237 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.

Guest house in Iona

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!

ValueLocationIndoor spaces

4.94 out of 5 average rating, 54 reviews

An outdoor patio area is furnished with four black metal chairs, an orange-adirondack chair, and a small table. A barbecue grill is positioned nearby on a paved surface. The backdrop features calm water and a colorful sky at sunset.

Cottage in Matlacha

Waterfront Matlacha Cottage - Sunsets & Fishing!

Escape to a fisherman’s paradise in picturesque Matlacha. This charming vacation rental offers a cozy retreat for guests. With 2 bedrooms, including a queen bed and 2 twin beds, it's perfect for a small group or family. The additional living room space features a comfortable sofa bed. Enjoy reliable WiFi, and the convenience of our amenities…water & dock access for our kayaks or your watercraft, local eateries and shops less than a 5 min. walk into town along with a boat ramp at our commun. park

LocationOutdoor spacesLayout

A peaceful waterfront view is captured, featuring a wooden dock extending into deep water. The serene water reflects the blue sky and clouds above. Palm trees and nearby structures enhance the coastal scenery, creating a pleasant atmosphere for outdoor activities.

4.86 out of 5 average rating, 22 reviews

Priceless Waterfront Escape in Matlacha

Discover island living at our newly-remodeled waterfront escape in Matlacha on a deep water canal. This spacious two-bedroom, one-bath home offers all the comforts: air conditioning, high-speed internet, and a fully equipped kitchen. Ideal for up to 7 guests with a queen-size pullout couch. Use the deep freezer in garage. The dock is great for docking your boat- lift is not available for use. Shuffleboard in the back family room. Back porch has a gas grill and seating for outdoor entertaining.

Outdoor spacesLocationKitchen

4.99 out of 5 average rating, 261 reviews

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.

Home in Pelican

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!

Outdoor spacesValueNearby

4.91 out of 5 average rating, 140 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 in Captiva

Blue Laguna - Vacation in paradise!

This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Outdoor spacesValueView

4.91 out of 5 average rating, 44 reviews

Paradise Pool Waterfront Kayak bike fish from dock

New POOL, waterfront gulf access. Upstairs unit 2 bedrooms 1 full bath kitchen washer/dryer. Sleeps 6 all pillow top beds 1 king 1 queen and 1 queen memory foam pull out pack/ play crib. In the heart of Matlacha walking distance to town. Bring your boat and dock it in the property. Jump in the pool after a hot day, use kayaks, canoe, bikes, fishing rods. Direct TV sports package, high-speed internet. Boat Ramp less than half mile. Guest favorite air conditioning enclosed lanai with table sits

Outdoor spacesLocationAccuracy

A glass dining table with colorful chairs is positioned on a balcony, overlooking a calm canal. The sky is filled with hues of orange and pink, reflecting on the water's surface. Palm trees and waterfront homes are visible in the background, creating a tranquil setting.

5.0 out of 5 average rating, 61 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.

LocationOutdoor spacesComfort

A waterfront home elevated on stilts is shown, featuring a light-colored exterior and solar panels on the roof. Surrounding palm trees and shrubs enhance the outdoor space. A wooden boat dock extends into the water, providing access for boating activities.

4.95 out of 5 average rating, 82 reviews

Key West Style Home w/ Hot Tub & Boat Lift

KEY WEST style stilted waterfront home in the heart of Matlacha! Visit all there is offer - walking distance to Blue Dog and Perfect Cup. Take a boat ride to Cabbage Key, Cayo Costa or Boca Grande! Upstairs and downstairs are screened in. The second floor is peaceful and tranquil overlooking the water and treetops. Home is a 2 bedroom, 2 bathroom, with additional bonus space with trundle bed. Home is perfect for boaters with double driveway, complimentary boat lift and cleaning station.

Outdoor spacesLocationParking

4.99 out of 5 average rating, 114 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

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.

Outdoor spacesValueHospitality

A charming coastal home is presented with a gravel driveway and lush greenery in the foreground. The exterior features light yellow walls and blue accents. A variety of palm trees and outdoor decor items enhance the inviting entrance that leads to the waterfront view beyond.

4.99 out of 5 average rating, 73 reviews

Fisherman's Cottage at Matlacha

Take it easy at this 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 kayaks or our guide's boat.......

Outdoor spacesLocationDecor

5.0 out of 5 average rating, 21 reviews

Home in Burnt Store

Canal Front Home Heated Pool Private Dock

Escape to this peaceful canal front home in Matlacha Isles, where you can relax in your private heated pool and screened lanai, fish from your private dock, and kayak through scenic waterways. Watch for dolphins and manatees, enjoy beautiful waterfront sunsets, and explore nearby restaurants, shops, and beaches. Comfortable, clean, and thoughtfully equipped, this waterfront retreat is the perfect place to relax, reconnect, and experience the laid back charm of Old Florida.

LocationValueSleep quality

5.0 out of 5 average rating, 34 reviews

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

⚓ Direct Gulf Access (No Bridges): Cruise to open water! 🏊‍♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

LocationOutdoor spacesNearby

Popular amenities for kayak rentals in Matlacha

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.9 out of 5 average rating, 144 reviews

Home in Cape Coral

Modern Canal Oasis | Heated Pool | Kayaks & Office

LocationOutdoor spacesPool

4.94 out of 5 average rating, 156 reviews

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

Outdoor spacesLocationBeach

A private hot tub is set on a patio overlooking a waterfront canal. The tub features white interior with multiple jets and a control panel. Lush greenery and palm trees surround the area, complemented by a clear blue sky and water view.

4.97 out of 5 average rating, 71 reviews

3br 2bath Waterfront hot tub bikes kayaks and dock

Outdoor spacesLocationAccess

5.0 out of 5 average rating, 18 reviews

Lux Oceanfront Island Oasis Fish Kayak Paddleboard

Outdoor spacesLocationCleanliness

A private heated pool is showcased with a serene waterfall feature. Colorful lights illuminate the surrounding tropical plants and palm trees, creating a tranquil nighttime ambiance. A sun umbrella is positioned at the edge of the pool, complementing the curved design.

4.94 out of 5 average rating, 34 reviews

The Dolphin Villa

LocationOutdoor spacesTV

5.0 out of 5 average rating, 16 reviews

Quaint Matlacha Island Cottage

LocationOutdoor spacesBathroom

A welcoming outdoor living space is presented, featuring two red armchairs with patterned cushions and a small teal table. Brightly colored walls enhance the lively atmosphere, while a patterned rug is laid on the floor. Decorative elements include potted plants and string lights overhead.

4.97 out of 5 average rating, 34 reviews

The Funky Flamingo

Outdoor spacesLocationHospitality

5.0 out of 5 average rating, 50 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

LocationOutdoor spacesHot tub

Cottage rentals with a kayak

Superhost

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

4.67 out of 5 average rating, 55 reviews

Villa The Island Hideaway 2

Outdoor spacesLocationLayout

5.0 out of 5 average rating, 36 reviews

A heated saltwater pool reflects the evening sky, showcasing vibrant hues of orange and purple. Lounge chairs are positioned around the pool area, and a tranquil lakeside view is visible, accentuating a peaceful outdoor space.

Cottage in Cape Coral

Sunset Cottage: Lake Front

Outdoor spacesLocationAccuracy

4.94 out of 5 average rating, 83 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

LocationOutdoor spacesWalkability

Cottage in St. James City

A screened-in deck features a circular dining table surrounded by two swivel chairs. Textured bamboo walls and wooden flooring enhance the space, while ceiling fans provide airflow. Large windows allow natural light and views of the surrounding area.

4.91 out of 5 average rating, 111 reviews

Waterfront/Kayaks/True Salt Life Bliss!

LocationValueBathroom

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 Matlacha

4.88 out of 5 average rating, 42 reviews

The Coqui Palace

LocationOutdoor spacesTV

Surrounded by tall palm trees, the cottage features a modern facade with large windows. A vibrant exterior showcases a blend of greenery and pebbled landscaping, creating a welcoming entrance. Colorful outdoor seating is positioned in the foreground for relaxation.

Cottage in Bokeelia

4.67 out of 5 average rating, 219 reviews

Captains Cottage

ValueOutdoor spacesBeach

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 St. James City

5.0 out of 5 average rating, 8 reviews

Flamingo Bay Cottage

ValueOutdoor spacesFamily

The entrance of the bungalow is framed by lush tropical plants, with a welcoming pathway leading to double glass doors. The exterior walls are a soft pink hue, complemented by white window shutters. A decorative mat is positioned at the front door, enhancing the inviting appearance.

Cottage in Cape Coral

4.93 out of 5 average rating, 54 reviews

Boat Paradise Gulf Access 2,000 sf home 62 ft dock

Outdoor spacesLocationQuiet

Other holiday rentals with a kayak

4.91 out of 5 average rating, 22 reviews

A screened lanai frames a sparkling pool, reflecting the blue sky and water beyond. Lush greenery lines the pool area, enhancing the view of the calm river. The boat lift is visible, ready for water activities.

Holiday home in Matlacha

Nature Lover's Dream - Waterfront Living Matlacha

Outdoor spacesLocationIndoor spaces

4.93 out of 5 average rating, 15 reviews

Villa in Burnt Store

Palm Paradise of Matlacha

LocationBack gardenCheck-in

5.0 out of 5 average rating, 10 reviews

Tiny home in Matlacha

Waterfront Tiny Home + Boat and Fishing Dock

LocationOutdoor spacesSleep quality

5.0 out of 5 average rating, 15 reviews

A light-filled living area features a high wooden ceiling and large windows offering views of the water. Comfortable seating is arranged around a central table, and a neutral-toned rug adds warmth to the space. Tropical plants visible outside enhance the natural setting.

Home in Captiva

Pearl of the Island for 2

LocationValueHospitality

5.0 out of 5 average rating, 15 reviews

Flat in Matlacha

Waterfront in Matlacha!

LocationValueParking

Superhost

Flat in Matlacha

4.75 out of 5 average rating, 12 reviews

Waterfront in Sunny Matlacha w/Kayaks-Pets ok!

LocationValueCondition

4.97 out of 5 average rating, 73 reviews

A wooden dock extends over the calm water, lined with sturdy posts topped with black caps and ropes. The backdrop features a serene house with green grounds, surrounded by lush palm trees. A vibrant sunset casts warm colors across the sky.

Home in St. James City

Island Fun In The Sun! Water on 2 Sides

Outdoor spacesValueAccuracy