Remodeled and new on the market in August 2018! Be one of our first guests and live your island dream! This vacation house is literally in walking distance to Four Winds Marina and Jug Creek Marina where you can dock your own boat or rent one, where the ferry departs to the famous islands of Cayo...

This 'beachy' vacation apartment in located in the center of Bokeelia, Pine Island. Only 5 minutes away from the historic site of Matlacha. 5 minutes by car to the golf court and to Pineland Marina where you can take the ferry to the breathtaking beaches of North Captiva Island, Cayo Costa...

Spectacular historic home in Bokeelia, situated on the northern tip of Pine Island available for rent. Built in 1914 this landmark in Bokeelia has been recently renovated to combine the essence of Olde Florida with all the amenities of a modern luxury home. 5 guest rooms each furnished with 1...

Open or close the living room doors between the 2 villas! Gulf access. Birdwatching, fishing paradise! -Brand new, delightful gathering place for family and friends. -Rent our 3 bedroom, 2 bath villa that sleeps 6. ($115/night, $100 housekeeping) -OR rent our 2 bedroom, 1 large shower villa that...

This 'beachy' studio is located in the center of Bokeelia, Pine Island. Only 5 minutes away from the historic site of Matlacha. 5 minutes by car to the golf court and to Pineland Marina where you can take the ferry to the breathtaking beaches of North Captiva Island, Cayo Costa Statepark and to the...

This 'beachy' vacation studio in located in the center of Bokeelia, Pine Island. Only 5 minutes away from the historic site of Matlacha. 5 minutes by car to the golf court and to Pineland Marina where you can take the ferry to the breathtaking beaches of North Captiva Island, Cayo Costa Statepark...

Open or close the living room doors between the 2 villas! Gulf access. Birdwatching, fishing paradise! -Brand new, delightful gathering place for family and friends. -Rent our 3 bedroom, 2 bath villa that sleeps 6. ($125/night, $100 housekeeping) -OR rent our 2 bedroom, 1 large shower villa that...

This Bokeelia home is a fully restored 1925 sugar cane plantation farm house. This historic two bedroom, two bath home is located on a quiet street within walking distance to marinas, restaurants, and fishing piers at the northern end of Pine Island. Some of Florida's best boating and fishing is...

Come and visit our home! A stunning Pine Island fishing cabin that has been recently remodeled with beautiful details! Brand New HIGH end quiet split unit air conditioner/heat. A gorgeous gardenesque yard, charming night lighting, across the street from the water, a large property and a beautiful,...

Charming 3 bedroom , 2 bath home. Private large heated pool and hot tub, with access to private ocean front beach. Within walking distance to two great restaurants, public fishing dock, marina and a charming art gallery. 2 bikes and kayaks are available for use. Canal behind house leads to Jug...

This stunning Pine Island home is located on the water with two separate living areas, perfect for two families who want their own spaces! The canal makes it easy to get in and out of the Gulf of Mexico. Relax under the ceiling fan on one of the two covered lanais in the morning and keep your eye...

Escape the Everyday, and enjoy this 2 bedroom, one bath canal home in the heart of the one of the best fishing areas in the country! Located on the water in Bokeelia, on the north end of Pine Island, this stilt home has quick access to Shell Pass, Pine Island sound, Charlotte Harbor and the Calusa...

Along with a peaceful waterfront location, this 3BR/2BA Bokeelia home for 6 guests has a brand new private pool and an outdoor shower. It also has its own boat dock—a great spot for kicking back with your fishing pole and something cold to drink. Relax in a spacious living room or enjoy lounging...

Luxury townhouse in premiere, private community. Nice views off both sides; past the lush palms & tropical plants, see part of the pool + tennis courts. Off the private, large, screened lanai, see professionally landscaped open area, our dock & river. At night the stars are amazing! Blue Crab has...

This Pine Island condo offers an Old Florida feel and is located on the water at the end of a canal, making it easy to get out into the Gulf of Mexico through beautiful Charlotte Harbor. Relax under the ceiling fan on the covered lanai in the morning. Be on the lookout for the occasional jump of...

Welcome to Southwest Florida's beautiful Pine Island, an 18 mile long tropical island paradise where every morning is magnificent from the sunrises to the sunsets. Pine island is surrounded by mangroves, situated on the Gulf of Mexico and tucked between Sanibel and Captiva islands, with Cape Coral...

Beautiful 2 bedroom 1.5 bath condo in Bocilla Island Club. Located in Bokeelia, Pine Island on Florida's Gulf Coast. Condo comes with dock usage for boats up to 36 foot. The newly remodeled condo is about 100 feet away from the dock. There are 2 large heated pools, clubhouses, tennis courts and...

This Pine Island condo has everything you need for a memorable getaway. Ceiling fans and central A/C help to keep the Florida heat at bay, while the enclosed patio that overlooks the canal is the perfect spot to relax at the end of the day. This condo is situated away from the hustle and bustle,...

Come and relax in a beautiful, comfortable townhouse apartment located on Blue Crab Key, a private enclave surrounded by deep water canals and private boat docks in Bokeelia (the northern end of Pine Island, FL). Boat out into the waters around Cayo Costa, Northern Captiva and the Gulf and enjoy...

Welcome to our luxury condo at Blue Crab Key - an exclusive island development on the South Florida gulf coast. The property is a 2 bed 2.5 bath condominium townhouse (so no one above or below you) with breathtaking sea views. At ground level there are gravel driveways with guest parking and...

Picture yourself living the good life at this gorgeous 2-bedroom, 2-bathroom vacation rental house that is perfect for a family getaway! This spacious 1,600-square-foot home is ideal for up to 6 guests looking to experience beautiful waterfront views, lush foliage, and a private lanai with a pool...

**Please note this property features an interior surveillance/security camera on the kitchen countertop and it can be covered at your convenience** A tropical paradise exists in your own backyard when staying at this 2-bedroom, 2-bathroom Bokeelia vacation rental cottage. With all of the...

Rest and relaxation await you at this charming 3-bedroom, 2-bathroom vacation rental townhome sleeping 6! Ideally situated on Bokeelia's Seagull Bay, the property offers access to a private pool as well as a beach that's private to the subdivision. With the Bokeelia Fishing Pier within walking...

Escape to the Sunshine State and make plans to stay at this quaint 5-bedroom, 3-bathroom Bokeelia vacation rental house! Offering accommodations for 10, a private pool available for an additional fee, a tropical setting, and a prime spot, minutes from numerous water activities, this home ensures a...

Situated in a family neighborhood on a quiet street, this 2-bedroom, 2-bath vacation rental house is the perfect place to book your Bokeelia getaway. Seven guests will feel right at home with 1,236 square feet of living space and a private lanai. The Bokeelia Boat Ramp is just a 5-minute walk away,...

Travel to the Sunshine State and stay at this 2-bedroom, 2-bathroom vacation rental condo in Bokeelia that sleeps 6. Situated on the 3rd floor within the gated Four Winds Condominiums, this home allows you to revel in classic Florida living - whether it be a dip in the community pool or a boat ride...

Prepare for rest and relaxation when you stay at this vacation rental home in Bokeelia, Florida! The property has 3 bedrooms, 2 bathrooms, and can accommodate 6 travelers. Complete with a large yard, a fully equipped kitchen, and plenty of seating areas, this great house is perfect for a family...

Bask in bayside bliss at this 2-bedroom, 2-bath Punta Gorda vacation rental! This Harbour Tower One condo boasts a private balcony, coastal decor, and room for 6. You'll have access to an array of luxurious resort amenities including Burnt Store Golf Course, a community pool, fishing and sailing at...