Holiday rentals with a kayak in Matlacha

5 out of 5 average rating, 17 reviews

3/2 Waterfront with hot tub and boat dock

Peaceful recently renovated home on Matlacha Island. This 3 bedroom 2 full bath home sits on a waterfront canal just a few feet from open water. Enjoy some of the best fishing in Florida and park your boat on the dock. This home includes kayaks, a paddle board, and bicycles to roam around to the many shops and restaurants in the area. Off street parking for 2 vehicles, and a gravel area for small boat trailers. This home is one half of a duplex, but has private patio area with a 6 person hot tub

4.93 out of 5 average rating, 30 reviews

Cottage in Matlacha

Charming Waterfront Cottage on peaceful Matlacha!

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

4.99 out of 5 average rating, 222 reviews

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!

5 out of 5 average rating, 42 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.

4.97 out of 5 average rating, 152 reviews

Guesthouse in Fort Myers

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a 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. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

4.95 out of 5 average rating, 127 reviews

Home in Captiva

Steps To Private Beach Captiva Includes Golfcart

Relax and Reconnect at Our Charming 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 (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories!!

4.9 out of 5 average rating, 121 reviews

Home in Captiva

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.

4.93 out of 5 average rating, 59 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.

Guest suite in Burnt Store

4.85 out of 5 average rating, 359 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

4.92 out of 5 average rating, 49 reviews

Sunset POOL Waterfront Kayak bikes fish from dock

New POOL Gulf access waterfront oasis. Downstairs unit 1 bedroom, 1 full bath with bathtub, washer/dryer, kitchen, BBQ grill. Sleeps 6 comfortably. 1 bedroom with pillow top queen bed, memory foam pull out sofa, futon style bed & pack /play crib. In the heart of Matlacha tucked away yet walking distance to town. Bring your boat, use the boat dock, kayak, canoe, bicycles and fishing rods. Jump in the pool after a hot days! Only 9 walking blocks away to restaurants, shops and boat ramp.

4.96 out of 5 average rating, 25 reviews

Home in Bokeelia

Fishing and Nature Paradise

Savor Nature, Sip Cocktails and Embrace Sunsets. Beautifully designed 2 Bedroom home located right on the water. Take a kayak or Paddleboard down the canal and you are instantly in the most pristine waters of the Gulf of Mexico. Located one block away from the Jug Creek Marina where you will find Live entertainment, fresh seafood and any boating needs. Sit on the extensive screened in porch and watch the Manatees. We have everything you need to enjoy a wonderful getaway.