358,603 properties available

Located in Matlacha, Florida, United States. 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 and fresh furnishings. Enjoy endless fun on the water with a 50lb ice maker for your coolers and a 60ft dock for your boat. Use the deep freezer for your bait and catch. Play shuffleboard and watch the sunset in the back family room. The covered back porch has a gas grill and seating for outdoor entertaining. Perfect for making lasting memories!

Located in Bokeelia, Florida, United States. Pine Island Breeze/Bokeelia 1 Bdrm 1 bath A perfect place to be as close to people or as far away as you like. Pine Island is 20 minutes to busier areas of Fort Myers, Sanibel, Cape Coral but if you are interested in staying out of the crowds, there is plenty to do on the island and Matlacha. Pine Island Breeze is a duplex, both sides may be available. Great restaurants. Great fishing! Boat parking. Walking distance of heated community pool, library, museum. Grocery store nearby. Cleaning policies in place. Reserves right side.

Located in Bokeelia, Florida, United States. Beautiful water-view home close to boat ramp, fishing and Gulf of Mexico. Welcome to "Sealaxation House". Beautiful canal-side, two-story home. You'll feel like you're in a treehouse. Property boasts avocado and mango trees along with many lush palm trees. House is on canal with dock large enough to park your boat up to 26ft long. The boat lift is not for guest use. It's just 3 streets over to Bokeelia Boat Ramp and 10 min. down canal to Jug Creek Marina where you can buy ice and bait as well as snacks for the day. From there it's about a 15-minute ride to Boca Grande Pass for some of the best Tarpon fishing in the world, or to Cayo Costa just to relax on the beach. The Gulf of Mexico is just beyond Boca Grande Pass. *Our house sustained minimal damage from hurricane Ian. We are 100% operational and are welcoming guests to come back or visit for the first time. Several restaurants are now open on Pine Island and Matlacha, as well as Jug Creek Marina and a few other bait shops. P

Located in Matlacha, Florida, United States. Amazing Stay in Matlacha This beautifully renovated studio has everything you need for a fabulous stay in Matlacha. It is located on a quiet/peaceful cul-de-sac and is centrally located within walking distance of all Matlacha has to offer. Enjoy restaurants, bars, and galleries just a few steps away. Completely redone after Hurricane Ian, this studio is spacious, and everything is brand new. Walking through the door, you will feel like you have entered PARADISE. Please be advised this is a multi unit property

Located in Matlacha, Florida, United States. Hemingway-esque Florida Escape, Boat and Available Boat Lift On Property, Welcome to our charming vacation home nestled in the heart of Matlacha, Florida – the artsiest fishing town in the Sunshine State located 45 minutes from Southwest Florida International Airport (RSW).Our Hemingway-esque home features second floor living with two bedrooms and one bath, comfortably accommodating up to six guests. For larger groups, there's an option to expand your stay to our ground-floor bunk room with a 3/4 bath, accommodating an additional four guests. Experience the best fishing boating, and relaxation in the world right at your door step.“Salty Bones” boasts one bedroom with a king size bed, one bedroom with two twin size beds, and a queen pull out sofa in the living room. For larger groups, the ground floor offers an additional 10x14 bedroom with two full trundle beds and a bathroom with shower.Enjoy picturesque sunrises and sunsets from the newly renovated 2nd floor deck, or sit and watch t

Located in Matlacha, Florida, United States. Island Cottage in Quaint Matlacha Florida. Amazing island life is a click away… This cozy, 3 bedroom bungalow cottage is nestled on a peninsula located in the heart of Matlacha Florida. With the convenience of direct access or back mangrove waterways you’ll find adventurous use for Kayaks, Canoes, Jet Ski’s and Boating making it easy getting to Sanibel, Captiva, and Ussepa Island in less than 20 minutes by boat with direct access. Matlacha is infamous for being the best fishing in Sw Florida. You can fish right from the privacy of your dock or hire a private charter to pick you up right your backyard. Either way a catch is almost always guaranteed. The cottage comes equipped with an outdoor grill so you can sauté and grill those fresh catches. This cottage was completely remodeled, and can accommodate up to 8 guests with all accommodation living amenities thought of. This cottage boats a master suite with Private en suite master bath, a guest bedroom with bunkbeds for 3, a third guest

Located in Bokeelia, Florida, United States. Bokeelia Retreat - Fishing Docks & Canals Nearby! Prepare for rest and relaxation when you book a stay at this 3-bedroom, 2-bathroom vacation rental home in Bokeelia! Located near fishing docks, canals, and a boat ramp, this home boasts a fully equipped kitchen, a bonus room perfect for game nights, and a spacious backyard. Bring your kayaks or boat along and enjoy days of exploration on the canals or head into Cape Coral for a beach day. Return to your home-away-from-home for a freshly cooked meal and to watch the sunset with your loved ones!-- THE PROPERTY --1,375 Sq Ft | Large & Spacious Yard | Bonus Room w/ Foosball Table | Boat Ramp NearbyBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full BedHOME FEATURES: 2 flat-screen TVs, washer & dryer, dining table, breakfast bar w/ seating, board games, beach towels & chairsKITCHEN: Dishwasher, cooking basics & spices, drip coffee maker, coffee grinder, Crockpot, toaster, knife set, dishware & flatwareGENERAL: Free WiFi, central A

Located in Matlacha, Florida, United States. Incredible location. Waterfront unit in Matlacha with many amenities! Turnkey furnished - 1 bed, 1 bath with additional queen pullout sofa bed in the living room. Additional outside shower. Completely remodeled and all-new EVERYTHING (high-end furniture, appliances, dishware, Smart TV, games, outdoor propane grill, etc.). New washer/dryer in unit for convenience. Incredible location - under 5-minute walk to Blue Dog, Yucatan Waterfront Bar and Grill, Perfect Cup for breakfast, many shops, art galleries, etc,. If you want to venture further, the rental includes two beach cruiser bicycles. Sea kayaks with life vests and paddles. This unit directly faces the water and dock, providing incredible sunrises and instant access to fishing for Reds, Snook, etc. (pole combos & tackle included). Carving table, water, elec. are available at the dock. Or just relax by the firepit, in the hammock or catch some sun in the loungers. The unit is cozy but has an open feel and is professionally designed

Located in Matlacha, Florida, United States. BEST FISHING AREA / Fishing Kayaks available Studio "Grouper Room" - comfort in the smallest space - living, sleeping, cooking - ideal for singles and couples - well-equipped kitchen, own bathroom and a studio where you feel at home!Enjoy a dream holiday in a place on this earth, which offers you every evening the most beautiful sunset in the world!Our "Fishermen's Paradise" is located directly on the water. In just a few minutes you can reach the Gulf of Mexico. The view from the boat dock is towards the west - the evenings you will not want to spend anywhere else!The building complex is typical of this region - it captivates with the customary colorful colors of the south. The complex consists of 4 small, cute studios that provide everything you need for a holiday - a place to sleep and relax, a well-equipped kitchen and a private bathroom with shower. A communal laundry room offers the possibility to wash and dry laundry if necessary.However, more important are various outdoor sea

Located in Bokeelia, Florida, United States. ISLAND TIME STARTS HERE! Stunning Fresh Water Pond Wildlife Views. Island Time Begins when you cross over the Bridge!! The people of Pine Island are super friendly and not stressed out at all. This vacation home has brand new furnishings throughout. Brand New 70" & 50" HD SmartTV's. Wi-Fi Fresh Water Pond Views There is 14 mile sidewalk straight to St.James City.Tarpon Lodge and its famous sunsets are just around the corner.

Located in Bokeelia, Florida, United States. Cozy, clean duplex with outdoor dinning. Have your vacation in Paradise! This duplex is located in the heart of Pine Island a couple of blocks of the four way stop (center of the island).Walking distance to:Restaurants and DelisShopsSpa Yoga StudioParkLibraryMuseumCommunity POOL We are 5 minutes away from the touristic town of Matlacha with all its artsy shops and fantastic restaurants. You can find within 10 mintues distance from the Villa:Boat RampFishing ChartersKayak Ramp Bike RentalsKayak RentalsGrocery StoresLaundry MatRestaurantsBarsReal Estate OfficesFarmers MarketsShopsand much more.....The left side of this cozy duplex features one bedroom queen bed with on-suite bathroom and another room/living room with a full size sofa bed that could accommodate up to 2 more people, has Cable TV and WiFi, radio and portable speakers. The impeccable kitchen features a full size refrigerator, stove, microwave, coffee maker, toaster, pots, pans and everything you need during your stay. You'l

Located in Matlacha, Florida, United States. 6 Person 2-Bedroom Condo with Patio - Redfish - Welcome to our newly renovated, spacious and luxurious two-bedroom condo! Welcome to our newly renovated two-bedroom condo with private laundry, situated on the beautiful Gulf coast! With the ability to sleep six guests, it's the perfect retreat for families or groups. Take a dip in the pool, grill out with a view, or dock your boat for easy water access. Our modern amenities and stunning location offer the ultimate in luxury and relaxation. Book now and experience the best of Matlacha in our newly updated condo!

Located in Bokeelia, Florida, United States. Beautiful Island Sanctuary with Modern Amenities Welcome to our upscale, spacious 3 br/2 ba home, located in a quiet neighborhood Bokeelia. Here, you and your family can enjoy the serenity that nature provides in the comfort of a home equipped with all the modern conveniences.The space: 3 bedrooms, 2 baths, formal dining room, living room, covered lanai, covered front porch/lanai, fully fenced yard, a garage. Large community pool, tennis court and a nice playground with slides, is located a short drive away. For security reasons, there are two exterior cameras (audio/video)-one in each of the lanais (front and back porch) but there are no cameras inside the home.

Located in Matlacha, Florida, United States. Matlacha/Cape Coral - Kokopelli House - relax, it's your Island lifestyle This three-story SW facing residence offers unsurpassed views of the bay. Put yourself on Island time in this beautiful waterfront pool home. Take a break from the hustle & bustle of the world to enjoy these truly breathtaking water vistas from one of the most desirable locations on the Island. With a remarkable standard of comfort & privacy, this outstanding home has it all. Four spacious bedrooms additional second floor full private king suite with adjoining sitting room, extensive wrap-around balconies with outdoor seating, private elevator servicing all 3 floors & SW facing sundeck & private swimming pool/spa. IMPORTANT GUEST NOTE: we advise our guests that following storm damage from hurricane Ian the boat dock listed & shown in some photographs is temporarily unavailable for guest use at this time.The home is within walking distance of all that the art community of Matlacha village has to offer - boutique

Located in Saint James City, Florida, United States. Blue Crab Key Condo with Amazing Water Views! Beautiful, Bright & Airy Condo with Spectacular Views of Pine Island Creek. This beautiful 2 bedroom 2 and 1/2 bath condo is in one of Pine Island's finest condo communities. Enjoy spectacular views of Pine Island Creek and Matlacha Pass from your private screened lanai. On those extra warm summer days you can close the sliders on the porch and still enjoy the extended living space in the nice AC! Everything you need for the perfect vacation is in this beautifully updated condo. Awesome Appliances, Glorious New Beds and views that go on forever. Blue Crab Key is a beautiful complex with two pools and hot tubs, as well as a nice club house and tennis courts. The dockage is first come first serve in this community, which offers direct access to Matlacha Pass. There is a boat ramp on site to make your boating experience even easier. Pine Island and its surrounding waterways are known for the world class fishing that you will be hard pressed to

Located in Matlacha, Florida, United States. BEST FISHING AREA / Reopened in November 2023 Studio "Tarpon Suite" in a house with 4 apartments by the water - Cute studio for max. 3 persons - living area with sleeping space - bedroom with queen-size bed for a relaxing night's sleep - well equipped kitchen - fantastic view through the direct water situation!Enjoy a dream holiday in a place on this earth, which offers you every evening the most beautiful sunset in the world!Our "Fishermen's Paradise" is located directly on the water. In just a few minutes you can reach the Gulf of Mexico. The view from the boat dock is towards the west - the evenings you will not want to spend anywhere else!The building complex is typical of this region - it captivates with the customary colorful colors of the south. The complex consists of 4 small, cute studios that provide everything you need for a holiday - a place to sleep and relax, a well-equipped kitchen and a private bathroom with shower. A communal laundry room offers the possibility to wash

Located in Bokeelia, Florida, United States. Serenity abounds. Astounding sunsets, beautiful waters & perfect weather. Enjoy easy living in a relaxed golf course community ....bike trails, nature walks, kayaking, boating, fishing, golf and tennis at your fingertips without the crowds. All this while staying on the 11th hole of the island's only golf course, Alden Pines. It is a nature lover's paradise with a view of eagles right from the back porch. Osprey, ibis and all of Florida’s waterfowl abound the area. For those that love to shop, Matlacha offers unique shopping opportunities of the artsy kind and for those that need a bigger experience it is just a short 10 minute drive off the island to every shopping experience imaginable. The Pineland marina is a short walk from the house. If you have a boat, you could explore the waters of Pine island sound and beyond--right out to the gulf of Mexico. Fish Boca Grande pass for tarpon, or just enjoy breathtaking sunsets.

Located in Matlacha, Florida, United States. Newly opened in November 2023 - direct access to the water / private boat deck You will enjoy a great time right here in one of the best places on earth!We guarantee the most beautiful sunset of Florida in shiny colors and with the best view, you will ever have.Our "Fishermen´s Paradise" is located just a few minutes away from the Gulf of Mexico. The house has a direct access to the water with an own landing stage. The spectacular view into the west won´t let you spend your evenings somewhere else. The building complex is characteristic of Matlacha - a colorful and creatively decorated accommodation with a fresh touch and lovingly attached details.The "Fisherman´s Paradise" consists of 5 small and adorable studios. Each studio offers a queen-size bed, an eat-in kitchen, and an own shower bath. A community washing machine and dryer and many different seating groups are also available in the spacious outside area.Look forward to spending nice evenings at the terrace.It makes no differenc

Located in Bokeelia, Florida, United States. Luxury in Paradise!! Tropical Island Hideaway Beautifully Appointed Home in Bokeelia. Lots of light. Peaceful, private and relaxing atmosphere at one with nature. The grounds are zero-scaped with Florida tropical plantings allowed to grow naturally. This vacation home is well lit with lots of windows and natural light. The choices of colors, tiles, counters and furnishings create this wonderful tropical vacation home. Located on a gulf access canal with a boat lift for a small fee. Awesome Screened lanai with water views. Use of boat dock included. Lift use for a fee when available. Fenced Yard. NOTE: The months of January, February and March require full month bookings (no weekly or daily bookings). If the calendar shows that a portion of one of these months has been booked, please inquire with manager to possibly arrange to rent the remainder of that month. Otherwise, any request for a partial month will be declined. ALSO: Security/damage deposit for these months will be $1000.00.You

Located in Matlacha, Florida, United States. Live the Island Life - Waterfront Gulf Access, Pet Friendly, Dock, Fish & Kayaks Experience small town Island living in Historic Matlacha! Spend your next work assignment , or change to laid back lifestyle , in this waterfront retreat!All utilities included !For less than the cost of a night at a traditional hotel - Those looking for a more private , authentic and unique experience please join us on our historic island - Bring your furry loved ones ! Waterfront , quiet setting , great fishing off dock. Have a Boat/kayak? We have a fishing kayak for you to use! There is direct access to Matlacha Pass and world class Gulf fishing (snook, redfish, tarpon, etc.) It is also a quick walk for some bridge fishing :) Less than 3 miles to the "main land" of Cape Coral. Pine Island/Bookelia , our Island Neighbors are a quick ride away. Relax by the Pine island community pool. Ft Myers and Punta Gorda is also less than 30 minutes away , Naples an hour. This is one side of an attached 1950's Duplex

Located in Bokeelia, Florida, United States. Captain`s Harbor Condo 2/2 on the water! Experience real Florida living in this beautiful condo with all of its charm. True island decor abounds in this 2 bedroom 2 bath unit boasting two king beds. There is more than enough room for you and your guests to find the relaxation you've been searching for. Captain's Harbor has a 50" boat dock for each unit at no additional cost, a swimming pool, and two tennis courts. Live the Captain's Harbor lifestyle, with quick deep access to Charlotte Harbor and the Gulf of Mexico. You can be offshore in minutes for snapper, grouper, tuna, or mahi-mahi -- or fish the back waters for snook, sea trout, and redfish. Field & Stream magazine calls the area around our island one of the 10 best fishing spots in the world! *30 Day Minimum

Located in Matlacha, Florida, United States. Island life! Waterfront 1br/1bth w/ dock and kayaks - pet friendly Water lover's paradise! Relax, explore, live and love life! Only 3 miles from the mainland! You’re near all SW Florida has to offer - with your own special place to call home in our historic island village. Experience small town Island living in Matlacha and spend your next work assignment /vacay in this duplex cottage. Waterfront, wildlife , kayak, fish off dock. Gulf Access and WORLD CLASS FISHING (kayak available)! Great retreat after a long day of work or sightseeing. Matlacha (“Mat-La-Shay”) is a historic island village and a world of its own , yet so close to all SW Florida has to offer . This is a boating and fishing community , while we do not have a sandy beach , gulf beaches are a short ride away . Come and enjoy your own cozy slice of paradise , in this pet friendly , walkable little town with local shops , eateries and weekly live music and community events . Best suited for a couple and if needed the

Located in Bokeelia, Florida, United States. 2/2 Heart of Pine Island Home, with Wrap Around Porch! This charming 2 bedroom 2 bathroom home is located in the heart of Pine Island! This home offers two master suites, one with a king size bed and one with a queen, both have on suite bathrooms. Enjoy your mornings sipping on coffee in the screened in porch overlooking the quiet yard. This property is centrally located near restaurants and within a 5 minute drive to Matlacha. Bring your boat! There is plenty of room for a boat trailer, and many public boat ramps close by. The Pine Island Community pool is within walking distance to this property!

Located in Bokeelia, Florida, United States. Unique Charlotte Harbor experience on a comfortable Schucker 436 trawler. Boaters Only at this time. I want to welcome boaters to an experience of a lifetime! You must have a boat that you can bring in order to access "Namaste" and to travel to and from your car at the dock.For the past year, I have restored this classic Schucker 438 Trawler and prepared her for cruising in the Caribbean. The main sleeping berth is in the open main salon with a pull out bed in the upper cabin. It is comfortable and roomy with the best 360 degree nature view that you are likely to ever find. This experience is only available to boaters at this time. If you are experienced with single kayaks, I have two that can be used for your transportation to and from the boat. That option is a poor substitute for bringing your own boat as a support vessel for transportation. This is not your typical rental room. It is an actual boat that is anchored approximately 100 yards off shore and not at a marina.