The 30 Best Cozy pine island cottages in Florida

Serenity Bay Cottages is a charming lodging institution located at 4826 Pine Island Road in the picturesque town of Matlacha, Florida, United States. Nestled along the serene bay, this cozy retreat offers a peaceful and relaxing getaway for guests looking to escape the hustle and bustle of everyday life. The cottages are beautifully appointed and provide all the comforts of home, with stunning views of the bay and easy access to nearby attractions. Whether you're looking for a romantic weekend escape or a family vacation, Serenity Bay Cottages is the perfect destination for your next trip to Florida.

Matlacha Cottages & Villa is a charming lodging institution located at 4760 Pine Island Road in Matlacha, Florida, United States. Situated on the open sunset waters of the Matlacha Aquatic Preserve, this establishment offers two 2-bedroom/2-bath cottages for guests to enjoy. For those seeking a more budget-friendly option, there is also the choice to book a studio accommodation. Whether you are looking for a relaxing getaway or a fun-filled vacation, Matlacha Cottages & Villa provides a peaceful and picturesque setting for your stay.

The Southernmost Inn of Pine Island is a charming lodging establishment located at 2091 Oleander Street in Saint James City, Florida. Nestled in a peaceful and picturesque setting, this inn offers guests a cozy and comfortable retreat in the heart of Pine Island. With well-appointed rooms, friendly staff, and convenient amenities, the Southernmost Inn is the perfect destination for travelers looking to relax and unwind in a tranquil environment. Whether you're visiting for a weekend getaway or an extended stay, you'll feel right at home at this inviting inn.

Pine Island Vacation Rental Homes is a premier real estate and travel agency located at 5459 Pine Island Road in Bokeelia, Florida. Our agency specializes in providing luxurious vacation rental homes on the beautiful Pine Island. Whether you are looking for a relaxing beachfront villa or a cozy cottage nestled in the tropical landscape, we have the perfect accommodations for your getaway. Our team of experienced professionals is dedicated to ensuring that your vacation experience is unforgettable. Book your dream vacation rental with Pine Island Vacation Rental Homes today and let us help you create lasting memories in paradise.

John R. Wood Properties - Pine Island Group is a reputable real estate agency located at 2959 Oleander Street in Saint James City, Florida, United States. With a team of experienced and knowledgeable real estate agents, they specialize in helping clients buy and sell properties in the beautiful Pine Island area. Whether you are looking for a waterfront home, a cozy cottage, or a luxury estate, their team is dedicated to providing top-notch service and finding the perfect property to meet your needs. Contact John R. Wood Properties - Pine Island Group today to start your real estate journey in this stunning coastal community.

Old Wooden Bridge Guest Cottages & Marina is a charming lodging institution located at 1791 Bogie Drive in Big Pine Key, Florida, United States. Nestled in a picturesque setting, this establishment offers cozy and rustic cottages for guests to relax in. The marina provides easy access to the beautiful waters surrounding the Florida Keys, perfect for those looking to enjoy water activities such as boating and fishing. With its old-world charm and tranquil atmosphere, Old Wooden Bridge Guest Cottages & Marina is the ideal destination for a peaceful getaway.

Welcome to Belle Haven Cottage, your idyllic escape nestled in the heart of Anna Maria, Florida. Located at 404 Pine Avenue, our charming cottage offers a serene retreat just moments away from the pristine beaches and vibrant local attractions that define this beautiful island. Perfect for families, couples, or solo travelers seeking tranquility and comfort, Belle Haven Cottage combines classic Florida charm with modern amenities to ensure a memorable stay. Our cozy accommodations feature thoughtfully designed interiors that reflect the relaxed coastal lifestyle, complete with comfortable furnishings, a fully-equipped kitchen, and inviting living spaces. Step outside to enjoy our lush garden, where you can unwind with a good book or savor a meal al fresco under the Florida sun.

Welcome to Pine Island Realty, Inc. - Team Flamingo, your trusted partner in real estate located in the heart of Bokeelia, Florida. Situated at 5400 Pine Island Road, our agency is dedicated to providing exceptional service to both buyers and sellers in the picturesque and serene surroundings of Pine Island. With a profound understanding of the local market, Team Flamingo is committed to helping you find your dream home or the perfect investment property. Our team of experienced and passionate real estate professionals is here to guide you through every step of the process, ensuring a seamless and rewarding experience.

Matlacha Tiny Village is a charming lodging institution located at 4661 Pine Island Road in Matlacha, Florida, United States. Nestled in the heart of this picturesque fishing village, the tiny village offers a unique and cozy accommodation experience for guests looking to escape the hustle and bustle of city life. Each tiny house is thoughtfully designed and beautifully decorated, providing a comfortable and relaxing retreat for visitors. With its convenient location near the waterfront and local shops and restaurants, Matlacha Tiny Village is the perfect destination for a peaceful and rejuvenating getaway.

Vacation Anna Maria is a premier real estate and travel agency located at 107 Pine Avenue in Anna Maria, Florida. Specializing in luxurious vacation rentals and property management services, Vacation Anna Maria offers guests a wide array of stunning beachfront properties to choose from. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, our dedicated team is committed to helping you find the perfect vacation rental for your stay on Anna Maria Island. With exceptional customer service and local expertise, Vacation Anna Maria is your go-to destination for a memorable and relaxing getaway in the beautiful Sunshine State.

Pretty Cape Homes is a real estate and travel agency located in Cape Coral, Florida, United States. Specializing in vacation rentals in the beautiful city of Cape Coral, we offer a wide range of properties to suit every need. From cozy two-bedroom condos to luxurious 4-bedroom gulf access waterfront homes, we have the perfect accommodation for your holiday. Cape Coral is a vibrant city with a plethora of entertainment options and vacation homes, making it an ideal destination for a relaxing getaway or a winter escape. With over 400 miles of canals, Cape Coral is a waterfront paradise boasting more waterways than Venice, Italy. Many of our vacation homes come with boat docks and boat lifts, allowing you to easily explore the Gulf of Mexico. Boat rental companies can deliver the boat of your choice right to your doorstep.

Welcome to Christine Kourik Realtor, your trusted real estate agency located in the heart of Anna Maria, Florida. Situated at 317 Pine Avenue, our agency is dedicated to providing exceptional real estate services to both buyers and sellers in the picturesque community of Anna Maria Island and surrounding areas. With years of experience and a deep understanding of the local market, Christine Kourik and her team are committed to helping you find your dream home or the perfect investment property. Whether you're looking for a charming beach cottage, a luxurious waterfront estate, or a cozy condo, we offer a personalized approach tailored to meet your unique needs and preferences.

Welcome to RE/MAX Alliance Group, your trusted real estate agency located in the heart of Anna Maria, Florida. Situated at 317C Pine Avenue, our office is dedicated to serving the vibrant community of Anna Maria Island and the surrounding areas. With a commitment to excellence and a passion for helping clients find their dream homes, we offer a comprehensive range of real estate services tailored to meet your needs. Our team of experienced and knowledgeable real estate professionals is here to guide you through every step of the buying, selling, or renting process. Whether you're searching for a charming beachfront property, a cozy family home, or an investment opportunity, we have the expertise and resources to make your real estate dreams a reality.

Welcome to Martha Jones-Robel Realty, your trusted partner in real estate located in the heart of Anna Maria, Florida. Situated at 310 Pine Avenue, we pride ourselves on offering personalized and professional real estate services to both buyers and sellers in the picturesque island community of Anna Maria. With a deep-rooted understanding of the local market and a commitment to excellence, we strive to make your real estate journey as seamless and rewarding as possible. Our team of dedicated real estate professionals brings years of experience and a passion for helping clients find their dream homes or achieve successful sales. Whether you're seeking a cozy beachside cottage, a luxurious waterfront estate, or a charming family home, we have the expertise and local knowledge to guide you every step of the way.

Welcome to Wes Clark Realty, your trusted partner in finding your dream home or investment property in beautiful Bokeelia, Florida. Conveniently located at 5507 Pine Island Road, our locally-owned real estate agency specializes in providing personalized service and expert guidance to buyers, sellers, and investors across the region. At Wes Clark Realty, we understand that real estate is more than just transactions; it's about building lasting relationships and helping you navigate the ever-evolving market with confidence. Our team of experienced and dedicated professionals is committed to understanding your unique needs and delivering tailored solutions that exceed your expectations.

Seacret Shores Vacation Rental in Indian Pass, Port St. Joe, Florida is a charming real estate and travel agency located at 2610 Indian Pass Road. This beautiful home offers a master bedroom with a king size bed, office area, and stunning views of the Gulf. The updated master bath features a double vanity and walk-in shower. The office area in the master suite overlooks the Gulf, providing a peaceful work environment. Seacret Shores is the perfect retreat for those who enjoy fishing, shelling, beach walks, golf cart rides, and nature photography. The house has a cozy old Florida feel and is located close to restaurants and shopping, yet offers tranquility away from the hustle and bustle.

Welcome to Katie Fischer Realtor - Century 21 Sunbelt Realty, your trusted partner in finding your dream home on the beautiful islands of Saint James City, Florida. Located at 10191 Stringfellow Road, our office is dedicated to providing exceptional real estate services to both buyers and sellers. Whether you're looking for a waterfront property, a cozy island retreat, or a vibrant community to call home, we are here to guide you every step of the way. Our commitment to personalized service and local expertise ensures that you will have a seamless and enjoyable experience. Katie Fischer, a seasoned real estate professional, is passionate about helping you find the perfect home to suit your lifestyle and needs. With a deep understanding of the local market, she is your go-to expert for all things real estate on the island.

Welcome to Rick Harrison, REALTOR - MVP Realty, your trusted partner in real estate located at 16276 Willow Stream Lane, North Fort Myers, Florida 33917. As a premier real estate agency, we specialize in helping you find your dream home in the beautiful Southwest Florida area. Our commitment is to provide you with exceptional service, whether you're buying, selling, or investing in property. Explore our featured listings, including stunning homes like the impeccably upgraded 4-bed, 2.5-bath family residence in the serene, gated community of Gladiolus Preserve. This move-in-ready home boasts a new roof, impact glass windows, and a state-of-the-art electric hybrid water heater. With its modern design, open-concept living spaces, and luxurious master suite, it offers a perfect blend of elegance and functionality. Enjoy community amenities such as a sparkling pool, playground, and more, all with low HOA fees and no city or CDD taxes.

Welcome to CD Real Estate LLC, your trusted partner in finding the perfect property in Southwest Florida! Located at 1505 Rosada Way, Fort Myers, Florida, our real estate agency is dedicated to making your property buying and selling experience seamless and successful. Meet our exceptional team: Maria and Kayla, both seasoned real estate agents with deep roots in the Fort Myers area. Maria brings over 21 years of experience, expertly navigating a wide range of property styles and price points to meet your unique needs. She is committed to making your real estate journey as easy and efficient as possible, ensuring your valuable time is never wasted.

Welcome to Cape Waterfront Living, your trusted real estate agency located at 2326 Del Prado Boulevard South, Cape Coral, Florida. With over 27 years of experience in the real estate industry, we pride ourselves on our deep roots and commitment to the community of Southwest Florida. Our journey began in a small town in central Illinois, where we embraced mid-western values such as honesty, hard work, and loyalty. Since relocating to Cape Coral in 1985, we have dedicated ourselves to raising our family and serving our neighbors with the same principles. We understand that buying or selling a home is a significant milestone, and we are here to guide you through the process with trust and expertise.

Welcome to EXIT Select Realty, your premier real estate agency located at 12530 World Plaza Lane, Fort Myers, Florida. As a trusted name in the real estate industry, we are dedicated to helping you find the perfect property that meets your needs and lifestyle. Whether you're in search of a residential haven, a commercial investment, or a piece of land to build your dream home, we have a diverse portfolio to explore. Our featured listings include a triple commercial lot that is cleared and ready for your next big project. Conveniently zoned for commercial and professional use, this prime location offers proximity to shopping, dining, and essential businesses, with easy access to Pine Island Road and the Port Charlotte Airport.

Welcome to "Your Home Sold Guaranteed Realty - Eric Degelau Home Team," your premier destination for real estate services in Southwest Florida. Located at 5785 Cape Harbour Drive, Cape Coral, Florida, we are the #1 source for all your real estate needs, specializing in finance, general contracting, and real estate agency services. At Eric Degelau Home Team, we make buying and selling homes simple and stress-free. Our unique guarantees ensure peace of mind: we promise to sell your home at a pre-agreed price and timeframe, or we'll buy it ourselves. Get a cash offer in minutes and move on your schedule without the worry of owning two homes. Our Certified Pre Owned Home Program offers additional assurance when purchasing your new home.

Welcome to Tim White - Your Luxury Pool Home REALTOR, serving the beautiful areas of Estero and Bonita Springs, Florida! Located at 3409 Pelican Landing Parkway, Bonita Springs, our real estate agency is dedicated to providing exceptional service and expertise in the luxury pool home market. Our easy-to-use website offers the best real estate search for homes, condos, land, and foreclosure properties across Florida and Puerto Rico, updated every 5 minutes by the official Realtor®’s database. Whether you're just browsing or ready to make your next move, explore our extensive property listings, local resources, and market insights. By creating a complimentary account, you can unlock exclusive search features, save searches, and receive daily email alerts for new listings, price changes, sold data, and custom local market reports.