TOP 10 Luxury beach holidays in Estero, Florida

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.

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.

Estero Blvd @ Egret St is a transit station located in Fort Myers Beach, Florida, United States. This station serves as a key transportation hub for locals and visitors alike, providing convenient access to various destinations in the area. Whether you are looking to explore the beautiful beaches, vibrant downtown area, or other attractions in Fort Myers Beach, Estero Blvd @ Egret St is the perfect starting point for your journey. With its central location and easy accessibility, this transit station is a popular choice for commuters and travelers seeking a seamless and efficient way to get around the city.

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.

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.

Junkanoo Below Deck is a lively and vibrant bar and restaurant located at 4761 Estero Boulevard in Fort Myers Beach, Florida. Offering a unique and eclectic atmosphere, this establishment is the perfect spot to unwind and enjoy delicious food and drinks. Whether you're looking to grab a bite to eat or sip on a cocktail while taking in the beautiful views, Junkanoo Below Deck has something for everyone. Come experience the lively energy and tasty offerings at this popular spot in Fort Myers Beach.

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.

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.

Kathy Nesbit Vacations, Inc. is a premier real estate and travel agency located at 7205 Estero Boulevard in Fort Myers Beach, Florida, United States. Specializing in vacation rentals, property management, and real estate sales, Kathy Nesbit Vacations offers a wide range of exquisite properties for visitors looking to experience the beauty of Southwest Florida. With a dedicated team of professionals, exceptional customer service, and a passion for creating unforgettable vacation experiences, Kathy Nesbit Vacations, Inc. is your go-to destination for all your vacation needs in Fort Myers Beach.

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.

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.

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!

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.

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.

Welcome to Laurie Albanos, Keller Williams Realty Naples – your trusted real estate partner in Southwest Florida. Conveniently located at 879 Vanderbilt Beach Road, Naples, Florida 34108, our agency specializes in serving the vibrant communities of Naples, Bonita Springs, Estero, Marco Island, and Fort Myers. Laurie Albanos, a top 1% producer for Keller Williams Realty Naples, brings a unique blend of Northern tenacity and Southern charm to her real estate practice. Originally from New York and having spent significant years in Atlanta, Laurie’s diverse background enriches her approach to real estate, providing clients with a well-rounded and insightful service experience.