The 30 Best Luxury beach holidays in Fort Myers, 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.

Holiday Road Travels, LLC is a premier travel agency located at 5200 Glenlivet Road in Fort Myers, Florida. We specialize in providing personalized and unforgettable travel experiences for our clients. Our team of experienced travel agents is dedicated to helping you plan the perfect vacation, whether it be a relaxing beach getaway, an adventurous hiking trip, or a romantic European tour. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can relax and enjoy your trip. Contact us today to start planning your dream vacation with Holiday Road Travels, LLC.

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.

Holiday Travel Sales is a premier travel agency located at 19710 South Tamiami Trail in Fort Myers, Florida, United States. With a team of experienced travel experts, we specialize in creating unforgettable holiday experiences for our clients. From booking flights and accommodations to arranging tours and activities, we handle every aspect of your travel plans with precision and care. Whether you're looking for a relaxing beach getaway or an adventurous mountain trek, Holiday Travel Sales is here to make your dream vacation a reality. Contact us today to start planning your next unforgettable journey!

All Aboard Charters LLC in Fort Myers Beach is a premier travel agency located at 8128 Albatross Road in Fort Myers, Florida. Specializing in charter services, they offer a wide range of options for exploring the beautiful waters of Southwest Florida. Whether you're looking for a relaxing cruise, a fishing excursion, or a thrilling sightseeing tour, All Aboard Charters LLC has something for everyone. Their experienced crew and top-of-the-line vessels ensure a safe and unforgettable experience on the water. Don't miss out on the opportunity to embark on a memorable adventure with All Aboard Charters LLC in Fort Myers Beach.

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Welcome to RedCoach Luxury Bus Stop - Fort Myers! Located at 5951 Enterprise Parkway, Fort Myers, Florida 33905, our convenient curbside stop offers easy access to your next travel adventure. Situated behind the convenience store by the truck pumps, RedCoach ensures a seamless boarding experience for all passengers.

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.

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.

Marriott Sanibel Harbour Resort & Spa is a luxurious lodging institution located at 17260 Harbour Pointe Drive in Fort Myers, Florida, United States. Situated on the stunning Sanibel Island, this resort offers breathtaking views of the Gulf of Mexico and a serene atmosphere for guests to relax and unwind. The resort features spacious rooms and suites, a world-class spa, multiple dining options, a fitness center, and a marina for water activities. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, Marriott Sanibel Harbour Resort & Spa provides the perfect setting for a memorable stay.

Strand By Me is a premier beauty salon located at 1755 Boy Scout Drive in Fort Myers, Florida. Our experienced and talented team of stylists are dedicated to providing top-notch hair care services to our clients. From haircuts and styling to coloring and treatments, we offer a wide range of services to help you look and feel your best. Our salon is known for its welcoming and relaxing atmosphere, where clients can unwind and enjoy a pampering experience. Visit us at Strand By Me for all your beauty needs!

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.

Grace River Island Resort is a hidden gem located at 14524 Riverside Drive in Fort Myers, Florida. This private tropical island vacation home is nestled on the Caloosahatchee River, accessible via a land bridge that transforms it into a peninsula. Whether you are looking for a memorable family vacation, a romantic honeymoon, an intimate wedding venue, or simply some time away, Grace River Island Resort offers the perfect setting. The resort features a spacious 6-bedroom, 8-bathroom house that can accommodate up to 20 guests, making it ideal for family reunions or group getaways. Guests can enjoy a large air-conditioned bonus room, a 2000 sq ft deck overlooking the river with market lighting, a heated swimming pool, a beautiful gazebo, an upscale courtyard, and a grassy point with stunning sunsets. The bridal suite upstairs is perfect for wedding preparations, while the groomsman area downstairs provides a space for the guys to relax before the ceremony.

Lazy Way Retreats is a premier real estate agency located at 385 Lazy Way in the beautiful Fort Myers Beach, Florida. Our agency specializes in providing luxurious and tranquil retreats for those looking to escape the hustle and bustle of everyday life. Whether you're seeking a peaceful vacation home or a serene place to retire, our experienced team is dedicated to helping you find the perfect retreat to suit your needs. Explore our selection of stunning properties and let us help you find your own slice of paradise at Lazy Way Retreats.

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

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.

Royal Shell Vacations is a premier real estate agency located at 1870 Clayton Court in Fort Myers, Florida. As the largest vacation rental company in Southwest Florida, we offer a wide range of vacation rentals from Captiva Island to Ocala. Our goal is to make vacation rental planning a breeze for our guests, providing unique amenities and services to ensure a stress-free experience. With over 500 vacation rental homes and condos on Sanibel and Captiva Islands, as well as thousands more in Cape Coral, Fort Myers, Ocala, and beyond, we can accommodate nightly, weekly, monthly, and annual stays. Each property comes in a variety of styles and sizes, offering the perfect vacation rental for every traveler.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.

Villa Sea Star Dream House is a luxurious vacation rental located at 426 Southwest 47th Street in Cape Coral, Florida. As part of Florida First Class Villas, this real estate and travel agency offers a wide range of vacation homes in the Cape Coral, Naples, Matlacha, and Fort Myers area. The Sea Star Dream House is a beautiful 3-bedroom, 2-bathroom property with stunning views of the gulf access canal. Guests can enjoy a private saltwater pool, outdoor seating options, and excellent canal fishing right from the dock. The house is tastefully decorated with all the comforts of home, including complimentary wireless internet and smart TVs. Conveniently located near shopping, dining, and entertainment, this vacation rental is the perfect choice for a relaxing beach retreat or an adventurous tour of Cape Coral. Guests with service animals are welcome, but must adhere to ADA regulations. The cancellation policy allows for a refund if cancelled more than 60 days in advance. Book your stay at Villa Sea Star Dream House for a trip you'll never forget!

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.

Island Tropical Vacations is a premier real estate and travel agency located at 170 Ibis Street in beautiful Fort Myers Beach, Florida. Specializing in luxurious vacation rentals and properties on picturesque tropical islands, our team of experienced agents is dedicated to helping clients find the perfect getaway destination. Whether you're looking for a secluded beachfront villa or a vibrant resort experience, Island Tropical Vacations has something for everyone. Book your dream vacation with us today and experience the ultimate in island paradise.

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.

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.

Greg & Stefanie Kelley-Dream Vacations is a premier travel agency located in Fort Myers, Florida. With a passion for creating unforgettable vacation experiences, our team specializes in crafting personalized travel itineraries that cater to each client's unique preferences and interests. Whether you're dreaming of a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise, our knowledgeable travel experts are dedicated to making your vacation dreams a reality. Visit us at 2121 Collier Avenue and let us help you plan your next dream vacation.

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.

Dellutri Travel Agency is a premier travel agency located at 1436 Royal Palm Square Boulevard in Fort Myers, Florida. Our dedicated team of travel experts is committed to providing exceptional service and creating unforgettable travel experiences for our clients. Whether you're planning a relaxing beach getaway, an adventurous safari, or a luxurious cruise, we can help you plan the perfect trip tailored to your preferences and budget. Contact us today to start planning your next dream vacation with Dellutri Travel Agency.