The 30 Best Relaxing seaside holidays in Fort Myers Beach, Florida

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DiamondHead Beach Resort is a luxurious yet affordable lodging option located on Estero Island in Fort Myers Beach, Florida. Guests can relax and recharge with a beach retreat, indulging in activities such as searching for seashells, dining on flavorful cuisine, and exploring the island. The newly updated suites provide spacious accommodations for guests to rest in between activities. With a tropical beachfront pool, volleyball court, bikes for rent, and watersports available through Holiday Water Sports, there is no shortage of things to do. The resort also offers exceptional dining options at Cabañas, where guests can enjoy island cuisine and signature drinks. For those looking to explore the area, the local beach trolley offers easy access to seaside cafes, shops, and dive bars. And with fully furnished balconies overlooking the stunning sunsets, guests can truly unwind and enjoy the beauty of Estero Island. Welcome to island time at DiamondHead Beach Resort!

Lover's Key Beach Club is a charming lodging option located at 6090 Estero Boulevard in Fort Myers Beach, Florida. Situated right on the picturesque shores of the Gulf of Mexico, this beachfront resort offers guests a relaxing and unforgettable stay. With its stunning views, pristine sandy beaches, and luxurious accommodations, Lover's Key Beach Club is the perfect destination for couples looking for a romantic getaway or families seeking a fun-filled vacation. Whether you're lounging by the pool, exploring the nearby attractions, or simply enjoying the sunsets over the water, this hidden gem is sure to make your stay in Florida truly special.

Seawatch On-the-Beach is a charming lodging establishment located on the beautiful stretch of Estero Boulevard in Fort Myers Beach, Florida. Situated right on the beach, guests can enjoy stunning ocean views and direct access to the sandy shores. The institution offers comfortable accommodations and a relaxing atmosphere, perfect for a beach vacation getaway. Whether you're looking to soak up the sun, take a dip in the ocean, or simply unwind by the water, Seawatch On-the-Beach provides the ideal setting for a memorable stay in Florida. With its convenient location and cozy accommodations, this institution is the perfect choice for those seeking a beachfront retreat in Fort Myers Beach.

Gulf Breeze Condos offers luxurious vacation rentals in the heart of Fort Myers Beach, Florida. Our beautifully furnished condos are located right on the beach, providing stunning views of the Gulf of Mexico. Whether you're looking for a relaxing getaway or an action-packed vacation, Gulf Breeze Condos has something for everyone. Our real estate and travel agency experts are dedicated to helping you find the perfect rental for your needs. Come experience the beauty and tranquility of Fort Myers Beach at Gulf Breeze Condos.

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Myerside Resort and Cottages is a charming lodging option located at 145 School Street in Fort Myers Beach, Florida, United States. Nestled in a picturesque setting, this resort offers a peaceful retreat for guests looking to unwind and relax. The cottages are well-appointed and feature modern amenities for a comfortable stay. Guests can enjoy the beautiful surroundings, take a dip in the pool, or simply relax on the beach just steps away. With its convenient location and welcoming atmosphere, Myerside Resort and Cottages is the perfect choice for a memorable vacation in Fort Myers Beach.

Gone Coastal Vacation Rentals-FMB LLC is a premier lodging institution located in the heart of Fort Myers Beach, Florida. Situated at 215-217 Mango Street, this vacation rental company offers a variety of luxurious accommodations for travelers seeking a relaxing and memorable getaway. From cozy beachfront cottages to spacious waterfront villas, guests can choose from a range of properties to suit their needs. With impeccable service, stunning views, and convenient access to all the attractions of Fort Myers Beach, Gone Coastal Vacation Rentals-FMB LLC is the perfect choice for your next vacation.

Island Winds Condominiums is a stunning beachfront property located at 6610 Estero Boulevard in Fort Myers Beach, Florida. As a real estate agency and travel agency, we offer luxurious condominiums for sale or rent, perfect for those looking for a relaxing vacation or a permanent waterfront residence. Our prime location provides breathtaking views of the Gulf of Mexico and easy access to the beach. With top-notch amenities and a friendly staff, Island Winds Condominiums is the perfect destination for your next getaway or investment opportunity.

Pointe South Condominium Vacation Rentals offers luxurious and comfortable accommodations in Fort Myers Beach, Florida. Located at 5000 Estero Boulevard, this institution provides a perfect getaway for those looking to enjoy the sun, sand, and surf of the Gulf Coast. With spacious condos equipped with modern amenities, guests can relax and unwind in style. Whether you're looking for a romantic retreat, a family vacation, or a group getaway, Pointe South Condominium Vacation Rentals has something for everyone. Enjoy stunning views, easy access to the beach, and a range of activities and attractions nearby. Make your next vacation unforgettable with a stay at Pointe South Condominium Vacation Rentals.

Welcome to Edgewater Inn, your serene getaway located in the heart of Fort Myers Beach, Florida. Situated at 781 Estero Boulevard, our charming inn offers a perfect blend of comfort and convenience, making it an ideal choice for both leisure and business travelers. Nestled just steps away from the pristine sandy shores, Edgewater Inn provides guests with breathtaking ocean views and easy access to local attractions. Our well-appointed rooms are designed to ensure a relaxing stay, featuring modern amenities such as complimentary Wi-Fi, flat-screen TVs, and cozy bedding. Guests can enjoy a refreshing dip in our outdoor pool or unwind on our sun deck while soaking in the beautiful Florida sunshine.