4743 Pine Island Road

Experience old Florida island living at this incredible waterfront cottage home on Matlacha Island featuring massive 180-degree water views, a huge private pool, an authentic Seminole Indian Cheekee hut, and your own private boat ramp. This is not just a canal cottage — it’s a full waterfront lifestyle property designed for relaxation & entertaining with unforgettable views & memories! This charming yet spacious "turnkey-furnished" 2-bedroom, 2-bath cottage retreat blends comfort with classic Florida Keys island character. Inside, you’ll find a large bright open kitchen with plenty of room for cooking and gathering, perfect after a day on the water. The home offers a king bedroom and a queen bedroom, each equipped with its own full bath for easy relaxation. Step outside and the property truly shines. Take in sweeping 180-degree waterfront views that stretch across the open water — ideal for morning coffee, cocktails, kayaking and everything in between. The private infinity edge pool offers plenty of room to cool off, lounge, and entertain. The oversize Cheekee hut provides shaded outdoor living space with outdoor living furniture and tropical charm, making it the perfect spot to unwind. For boating enthusiasts, the private boat ramp makes launching up to 30' boats effortless & your own private Kayaks are also available for exploring the surrounding pristine backwaters at a slower pace. The BBQ grill, gas firepit and covered outdoor living add extra convenience to your stay. Located in the heart of Matlacha Island, you’re just a 2 minute walk to local favorites like the waterfront Yucatán bar/restaurant, The Perfect Cup for breakfast & coffee or the Blue Dog Bar/Restaurant & all the colorful shops, galleries that make Matlacha’s laid-back fishing village atmosphere directly outside your door. Whether you're here to relax poolside, fish, boat, or explore the charm of this vibrant island community, this waterfront retreat offers the ultimate Florida getaway for couples, families, or friends seeking space, views, and true island living. Call for details... DEC- APRIL = WEEKLY @ $1950 PER WEEK... (Monthly discounts available) MAY- NOVEMBER = 3 NIGHT MINIMUMS ALLOWED $295 PER NIGHT