The 30 Best Beach vacation retreats in Estero, Florida

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!

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!

Estero Island Beach Villas offers luxurious beachfront accommodations in Fort Myers Beach, Florida. Our villas provide a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. Situated on the beautiful Estero Boulevard, our property boasts stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches. As a lodging institution, we take pride in providing top-notch amenities and services to ensure our guests have a comfortable and memorable stay. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Estero Island Beach Villas has something for everyone.

Sun Retreats Estero Bay is a charming lodging and RV park located at 19551 South Tamiami Trail in Fort Myers, Florida. Situated in the beautiful Estero Bay area, this institution offers a serene and peaceful retreat for guests looking to relax and unwind. With spacious RV sites and cozy accommodations, Sun Retreats Estero Bay provides a comfortable and convenient stay for travelers. Enjoy the nearby attractions, pristine beaches, and stunning natural surroundings while staying at this welcoming institution. Whether you're looking for a weekend getaway or a longer stay, Sun Retreats Estero Bay is the perfect destination for your next vacation.

Cornerstone Beach Resort Rentals is a premier lodging destination located at 5480 Estero Boulevard in Fort Myers Beach, Florida. Our resort offers luxurious accommodations with stunning views of the beach and Gulf of Mexico. Guests can choose from a variety of rental options, including spacious condos and beachfront villas. Our resort amenities include a heated pool, hot tub, fitness center, and direct beach access. Whether you're looking for a relaxing getaway or an action-packed vacation, Cornerstone Beach Resort Rentals has everything you need for a memorable stay in sunny Florida.

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.

Paradise Key Vacations is a lodging, real estate, and travel agency located at 8701 Estero Boulevard in Fort Myers Beach, Florida. Whether you're seeking adventure or relaxation, our properties offer a range of options from the pristine Gulf Coast beaches to the serene rural areas of Fort Myers. From state parks to shopping centers, there is something for everyone to enjoy. Stay in one of our homes and experience Florida like a true local. Our Little cottage in Buckingham, family-friendly property in Fort Myers, and cozy condo at Barefoot Beach are just a few of the options available. While repairs are still ongoing at Lovers Key Beach Club due to damages from hurricane Ian, we look forward to welcoming guests back in April 2024. Come stay with us and discover paradise just one Key away!

Royal Shell Vacations is a premier real estate and travel agency located at 15050 Captiva Drive in Captiva, Florida. With a wide range of vacation rental options available, from Captiva Island to Ocala, Royal Shell makes vacation planning a breeze. Since 1996, we have been the largest vacation rental company in Southwest Florida, offering unique amenities and services to make your stay stress-free and memorable. Our portfolio includes over 500 vacation rental homes and condos in Sanibel and Captiva Islands, with even more options in Cape Coral, Fort Myers, Ocala, and beyond. Whether you're looking for a nightly, weekly, monthly, or annual stay, our variety of styles and sizes ensure the perfect vacation rental for you.

Newlove Vacation Rental is a premier lodging establishment located at 5551 Estero Boulevard in the beautiful Fort Myers Beach, Florida. As a combined real estate and travel agency, we offer a wide range of vacation rental properties for visitors looking to enjoy a relaxing and luxurious stay in this tropical paradise. Our team is dedicated to providing top-notch customer service and ensuring that every guest has a memorable and enjoyable experience during their stay. Whether you're looking for a cozy beachfront condo or a spacious vacation home, Newlove Vacation Rental has the perfect accommodation for your needs. Book your stay with us today and let us help you create the perfect vacation getaway.

Reef of Paradise Beach House is a luxury vacation rental agency located at 2611 Estero Boulevard in Fort Myers Beach, Florida, United States. With over 230 vacation rentals to choose from, guests can enjoy a wide range of amenities including private pools, game rooms, and direct beachfront access. The agency offers both short term and long term rates, with weekly, monthly, and long term options available. With a focus on quality over quantity, Reef of Paradise Beach House provides individual attention to each guest and strives to build family-like relationships with clients. Whether you're looking for a cozy cottage near Times Square or a spacious beachfront villa, Reef of Paradise Beach House has the perfect property for your next getaway. Book your stay today and experience the luxury and comfort of Fort Myers Beach!

Beachfront Bliss Compound Fort Myers Beach is a premier real estate and travel agency located on the stunning Estero Boulevard in Fort Myers Beach, Florida. Our compound offers a collection of luxurious beachfront properties, perfect for those seeking a peaceful and relaxing getaway. With breathtaking views of the Gulf of Mexico and top-notch amenities, our properties provide the ultimate in beachfront living. Whether you're looking to purchase a permanent residence or book a vacation rental, our experienced team is dedicated to helping you find your own piece of paradise. Experience the bliss of beachfront living with Beachfront Bliss Compound Fort Myers Beach.

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.

Welcome to Caribbean Beach Club, your tropical escape nestled on the beautiful shores of Fort Myers Beach, Florida. Located at 7600 Estero Boulevard, our charming lodging offers a serene and relaxing environment perfect for both families and couples seeking a memorable beachside getaway. At Caribbean Beach Club, we pride ourselves on providing a warm and inviting atmosphere where guests can unwind and enjoy the stunning views of the Gulf of Mexico. Our well-appointed accommodations include a variety of options, from cozy studios to spacious suites, each designed with your comfort in mind. Enjoy modern amenities and convenient access to the pristine sandy beaches just steps from your door.

Welcome to Estero Homes For Sale, your premier real estate agency located in the heart of Estero, Florida. Situated at 20352 Ardore Lane, Estero, FL 33928, our dedicated team of real estate professionals is committed to helping you navigate the vibrant Estero real estate market with ease and expertise. As the #1 real estate agents in Estero, we specialize in finding the perfect single-family homes for our clients, whether you're a first-time homebuyer, looking to downsize, or seeking a luxurious vacation retreat. Our extensive knowledge of the local market ensures that we can offer personalized guidance tailored to your specific needs and preferences.

Welcome to Bel Air Beach Club, your ultimate vacation destination located at 780 Estero Boulevard, Fort Myers Beach, Florida. Whether you're planning a romantic getaway for two or a fun-filled escape for the entire family, Bel Air Beach Club has the perfect accommodations to suit your needs. Our charming beachside retreat offers both short and long-term vacation rentals, providing the perfect blend of resort-style convenience and the privacy of a home. Nestled just steps away from the pristine white sands of Fort Myers Beach, our fully furnished two-bedroom, two-bathroom vacation rental condos are designed to make you feel right at home. Each condo features a spacious living room, dining area, and a full kitchen, allowing you to enjoy home-cooked meals whenever you desire. Relax and unwind on your large, private screened lanai, where you can savor breathtaking views and the soothing sounds of the ocean.

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.

Welcome to Estero Beach & Tennis 206C, your premier destination for relaxation and adventure in the heart of Fort Myers Beach, Florida. Nestled at 7360 Estero Boulevard, our unique establishment offers a blend of lodging, real estate, and travel services, making it the perfect choice for both short-term getaways and long-term stays. Our beautifully appointed accommodations provide a serene escape with stunning views of the Gulf of Mexico, ensuring a tranquil and rejuvenating experience. Whether you're planning a romantic retreat, a family vacation, or a solo adventure, Estero Beach & Tennis 206C caters to all your needs with exceptional amenities and personalized service.

Welcome to Crescent Beach Family Park, your perfect getaway located at 1100 Estero Boulevard, Fort Myers Beach, Florida. Nestled along the stunning Gulf Coast, our park offers a serene and picturesque setting for families, tourists, and nature enthusiasts alike. Whether you're looking to enjoy a peaceful day under the sun, engage in fun beach activities, or simply soak in the breathtaking views, Crescent Beach Family Park has something for everyone. Our well-maintained facilities include picnic areas, volleyball courts, and convenient access to the beautiful sandy shores of Fort Myers Beach. With its lush greenery and welcoming atmosphere, the park is an ideal spot for family gatherings, leisurely strolls, or simply unwinding with a good book. Children will love the open spaces to play and explore, while adults can relax and take in the tranquil surroundings.

Welcome to Fort Myers Beach Vacations/Sunny Daze, your premier destination for unforgettable getaways and real estate opportunities on the stunning shores of Fort Myers Beach, Florida. Located at 612 Estero Boulevard, our dedicated team is committed to helping you discover the perfect vacation rental or property investment in this tropical paradise. As both a real estate and travel agency, we offer a unique blend of services to meet all your needs. Whether you're seeking a relaxing beachfront retreat, an adventurous island excursion, or a lucrative real estate investment, we provide personalized assistance and expert advice to turn your vision into reality.

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.

Gulfview Manor is a charming lodging institution located at 6530 Estero Boulevard in Fort Myers Beach, Florida. Situated right on the Gulf of Mexico, this tranquil retreat offers stunning ocean views and easy access to the beach. The accommodations at Gulfview Manor are cozy and comfortable, providing guests with a relaxing atmosphere to unwind and enjoy their stay. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Gulfview Manor is the perfect place to escape and rejuvenate. With its prime location and welcoming ambiance, Gulfview Manor is the ideal destination for your next Florida vacation.

The Dolphin Inn Resort is a charming lodging establishment located at 6555 Estero Boulevard in Fort Myers Beach, Florida, United States. This beachfront resort offers stunning views of the Gulf of Mexico and provides a relaxing and comfortable atmosphere for guests to enjoy. The resort features spacious and well-appointed rooms, a sparkling pool, and easy access to the beach. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, The Dolphin Inn Resort is the perfect destination for a memorable stay in paradise.

Tropical Sands Resort is a beachfront lodging located at 7785 Estero Boulevard in Fort Myers Beach, Florida. This charming resort offers guests a tropical oasis with stunning views of the Gulf of Mexico. The resort features spacious and comfortable accommodations, a heated outdoor pool, a hot tub, and direct access to the beautiful white sandy beach. Guests can relax and unwind in the tranquil surroundings or explore the nearby attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Tropical Sands Resort is the perfect destination for a memorable stay in paradise.

Located at 1400 Estero Boulevard in Fort Myers Beach, Florida, the Lani Kai Island Resort is a top-notch lodging establishment developed by the Conidaris Family for over 40 years. With a passion for creating a fun and energetic environment, the resort offers beautiful beach views from every room, ensuring guests are always close to the action. Enjoy delicious meals and refreshing cocktails at the resort's amazing restaurants and bars, all while taking in the stunning view. Guests can participate in a variety of beach activities throughout the day, from volleyball to parasailing, and dance the night away to live music acts. The resort also offers event planning services for weddings, business retreats, and more, ensuring a memorable experience for all guests. For those missing the beach, a 24/7 live stream of Fort Myers Beach is available for viewing.

Lovers Key Resort is a charming lodging institution located at 8771 Estero Boulevard in Fort Myers Beach, Florida. This resort offers stunning water views, luxurious amenities, and spacious accommodations perfect for romantic getaways, family vacations, or girls' weekends. Guests can explore nearby nature parks, relax on the beach, or enjoy beautiful sunset views from their private balconies. The resort features large suites with kitchens for added convenience, as well as a waterfront restaurant, Flipper's on the Bay, known for its delicious American cuisine and seafood dishes. Guests can take advantage of special deals, such as the Advance Purchase Rate for 20% off or the Florida Residents Deal for 15% off. With island-inspired elegance and contemporary convenience, Lovers Key Resort is the perfect destination for a memorable stay in Fort Myers Beach.

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.

Strandview Tower is a stunning beachfront institution located at 4560 Estero Boulevard in Fort Myers Beach, Florida. With breathtaking views of the Gulf of Mexico, this luxurious tower offers upscale accommodations and top-notch amenities for guests looking to relax and unwind in style. Enjoy spacious rooms, a sparkling swimming pool, and easy access to the sandy shores just steps away. Whether you're looking for a romantic getaway or a fun-filled family vacation, Strandview Tower is the perfect destination for your next beach retreat.

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.