TOP 10 Best Beach resort holidays in Estero, Florida

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.

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.

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!

Windward Passage Resort, located at 418 Estero Boulevard in Fort Myers Beach, Florida, is a beautiful vacation ownership resort offering a perfect blend of sand, sun, water, and fun. Unfortunately, the resort is currently closed until further notice due to extensive damage from Hurricane Ian on September 28, 2022. The recovery process is expected to extend through 2023 and possibly longer. Despite the closure, Windward Passage Owners can access the OWNER’S PROTECTED SECTION OF THE WEBSITE for updates and photos as the resort moves through the recovery process. When the resort reopens, guests can look forward to relaxing in the hot tub, taking a dip in the heated pool, and enjoying a variety of amenities. Guests can also explore the charm of Ft. Myers Beach by taking a bike out or going for a stroll to Times Square.

Offshore Sailing School Ft. Myers Beach is a premier destination for those looking to learn the art of sailing in a beautiful and scenic location. Situated at 275 Estero Boulevard in Fort Myers Beach, Florida, this institution offers top-notch lodging accommodations for students looking to immerse themselves in the sailing experience. With experienced instructors and state-of-the-art facilities, Offshore Sailing School provides a unique and unforgettable tourist attraction for visitors of all ages. Whether you're a beginner or an experienced sailor, this institution offers courses and programs tailored to suit your individual needs and skill level. Come and experience the thrill of sailing at Offshore Sailing School Ft. Myers Beach!

Estero Island Parasail, Inc. at Pink Shell Beach Resort is the premier parasailing company on Fort Myers Beach, Florida. Our experienced team is dedicated to providing the highest level of safety and enjoyment as you soar above the pristine waters, taking in stunning panoramic views. With five convenient locations at luxury resorts, including Pink Shell Beach Resort & Marina, Diamond Head Beach Resort & Spa, and more, we ensure a truly exceptional parasailing adventure. Customers rave about our friendly and professional crew, top-notch equipment, and unforgettable experiences. Whether you're a first-time flyer or a seasoned parasailer, come experience the thrill of flight with Estero Island Parasail.

Estero Island Parasail offers thrilling parasailing adventures departing from Mid Island Water Sports at the Sandpiper Beach Resort. Located at 5550 Estero Boulevard in Fort Myers Beach, Florida, this travel agency provides a unique and unforgettable experience soaring above the beautiful waters of the Gulf of Mexico. With experienced guides and top-of-the-line equipment, guests can enjoy panoramic views and an exhilarating ride high above the beach. Book your parasailing adventure with Estero Island Parasail for an unforgettable experience on your next trip to Fort Myers Beach.

Holiday Adventure Tours and Boat Rental is a premier travel agency located at 275 Estero Boulevard in Fort Myers Beach, Florida. We specialize in providing unforgettable adventures and experiences for our clients, including boat rentals for exploring the beautiful waters of Florida. Whether you're looking for a relaxing day on the water or an exciting adventure, our knowledgeable staff is here to help you plan the perfect trip. Come visit us and let us help you create memories that will last a lifetime.

Good Time Charters is a premier tourist attraction and travel agency located at 4765 Estero Boulevard in Fort Myers Beach, Florida, United States. Our team of experienced captains are not only knowledgeable and professional, but also laid back and fun, ensuring that you and your family and friends have an enjoyable experience. Whether you're looking for a relaxing day on the water or an exciting fishing excursion, we are ready to show you a Good Time! Visit our website designed and developed by Brian Joseph Studios for more information.

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.

Pelican Sound Golf & River Club is a premier tourist attraction located at 4569 Pelican Sound Boulevard in Estero, Florida, United States. This exclusive club offers a luxurious golfing experience with breathtaking views of the surrounding river and lush landscapes. Visitors can enjoy a round of golf on the pristine course, relax by the pool, or dine at the on-site restaurant. With top-notch amenities and a stunning natural setting, Pelican Sound Golf & River Club is the perfect destination for golf enthusiasts and travelers looking for a relaxing retreat.

Raptor Bay Golf Club is a premier destination located at 23001 Coconut Point Resort Drive in Estero, Florida, United States. This institution offers a unique blend of golfing, dining, and lodging experiences. The club features a challenging golf course surrounded by stunning natural landscapes, a cozy bar serving refreshing drinks, a restaurant serving delicious meals, and comfortable lodging options for those looking to extend their stay. Whether you're a golf enthusiast, a foodie, or simply looking for a relaxing getaway, Raptor Bay Golf Club has something for everyone. Come and experience the perfect combination of luxury and leisure at this top-rated establishment.

Hideaway Village is a charming lodging institution located at 1400 Estero Boulevard in Fort Myers Beach, Florida. Nestled in a tranquil and secluded area, this village offers a peaceful retreat for guests seeking a relaxing getaway. Surrounded by lush greenery and just a short walk from the beach, Hideaway Village provides a serene atmosphere for visitors to unwind and recharge. With cozy accommodations and a friendly staff, guests can enjoy a comfortable stay while exploring all that Fort Myers Beach has to offer. Whether you're looking for a romantic escape or a family vacation, Hideaway Village is the perfect destination for a memorable stay in sunny Florida.

Caitlyn Mading Travels is a premier travel agency located at 21418 Sheridan Run in Estero, Florida, United States. We specialize in creating unforgettable travel experiences for our clients, offering personalized itineraries, exclusive deals, and top-notch customer service. Whether you're looking to book a relaxing beach getaway, a cultural adventure, or a luxury cruise, our team of experienced travel experts is here to help you every step of the way. Contact us today to start planning your dream vacation!

The Flamingo Inn is a charming lodging establishment located at 6080 Estero Boulevard in the beautiful Fort Myers Beach, Florida. This cozy inn offers comfortable accommodations and a convenient location just steps away from the stunning beaches of the Gulf Coast. Guests can enjoy a relaxing stay in well-appointed rooms, each equipped with modern amenities to ensure a pleasant experience. Whether visiting for a weekend getaway or a longer vacation, the Flamingo Inn is the perfect choice for those seeking a peaceful retreat in a picturesque setting.

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.