TOP 10 Relaxing vacations in Estero, Florida

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.

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!

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.

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.

Sunny Beach Vacation Rentals & Sales, Inc. is a premier real estate and travel agency located at 1801 Estero Boulevard in Fort Myers Beach, Florida. Specializing in vacation rentals and property sales in the sunny beachfront area, our experienced team is dedicated to helping clients find their perfect getaway or investment property. Whether you're looking for a beachfront condo for a relaxing vacation or a beach house for a permanent residence, we have a wide range of options to suit your needs. Contact us today to start planning your dream beach getaway in beautiful 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.

Estero Bay Express is a trusted travel agency located at 7225 Estero Boulevard in Fort Myers Beach, Florida. Specializing in providing top-notch transportation services, the agency offers a wide range of options for exploring the beautiful Estero Bay area and beyond. Whether you're looking to book a scenic boat tour, a thrilling jet ski adventure, or a relaxing sunset cruise, Estero Bay Express has you covered. With experienced and knowledgeable staff, convenient booking options, and excellent customer service, this travel agency is your go-to destination for all your travel needs in the Fort Myers Beach area. Visit Estero Bay Express today and start planning your next unforgettable vacation experience!

Estero Country Club is a premier institution located in Fort Myers, Florida, offering a wide range of amenities for members and guests. From a state-of-the-art gym and health facilities to a luxurious restaurant serving delicious meals, this institution has something for everyone. Whether you're looking to stay fit, enjoy a gourmet meal, or simply relax in a beautiful setting, Estero Country Club is the perfect destination. Visit us at 19501 Vintage Trace Circle and experience the ultimate in leisure and wellness.

Welcome to Estero Blvd @ Bay Beach Ln, your convenient transit station located in the heart of Fort Myers Beach, Florida. Situated at the intersection of Estero Boulevard and Bay Beach Lane, our transit hub serves as a vital connection point for locals and visitors alike, providing easy access to the stunning beaches, vibrant local attractions, and bustling community activities that Fort Myers Beach has to offer. Our station is designed to ensure a seamless travel experience, with well-marked routes and schedules to keep you moving efficiently. Whether you're commuting to work, exploring the beautiful Gulf Coast, or heading out for a day of shopping and dining, Estero Blvd @ Bay Beach Ln is your gateway to all the excitement and relaxation that this charming coastal town provides.

Welcome to Fun In the Sun Rentals Inc, your premier destination for adventure and relaxation in the heart of Fort Myers Beach, Florida. Located at 1661 Estero Boulevard, our family-owned business is dedicated to providing you with top-quality rental equipment to enhance your vacation experience. Whether you're looking to cruise along the pristine sandy beaches on a bicycle, explore the serene waterways by kayak or paddleboard, or simply relax and soak in the breathtaking sunsets, we have something for everyone. At Fun In the Sun Rentals Inc, we offer an array of rental equipment to suit all ages and preferences. Enjoy the convenience of free delivery on all equipment, including bikes, directly to your door. Plus, every bike rental comes with a complimentary helmet, lock, and basket for your safety and convenience. We also offer multi-week and group discounts to make your adventure even more affordable.

Welcome to Estero Blvd @ St Peters Dr Transit Station, your convenient gateway to exploring the beautiful Fort Myers Beach, Florida. Situated in the heart of this vibrant coastal community, our transit station serves as a central hub for locals and visitors alike, providing easy access to the stunning beaches, lively attractions, and charming local businesses that Fort Myers Beach has to offer. Whether you're commuting to work, heading out for a day of sun and sand, or exploring the local dining and shopping scene, our well-connected transit station ensures a seamless and stress-free travel experience. With a commitment to efficiency and customer satisfaction, Estero Blvd @ St Peters Dr is your reliable partner in reaching your destination. Visit us today and discover the convenience and accessibility that our transit station provides in the picturesque setting of Fort Myers Beach.

Welcome to Estero Blvd @ Lazy Way, your convenient transit station located in the heart of Fort Myers Beach, Florida. Nestled in the vibrant community of Fort Myers Beach, our transit station provides easy access to the beautiful surroundings and attractions of this charming coastal town. Whether you're a resident or a visitor, Estero Blvd @ Lazy Way is your gateway to exploring the pristine beaches, lively entertainment, and diverse dining options that Fort Myers Beach has to offer. Our well-maintained station ensures a smooth and comfortable transit experience, connecting you to key destinations with ease. Embrace the laid-back lifestyle and scenic beauty of Fort Myers Beach with the reliable services at Estero Blvd @ Lazy Way. We look forward to welcoming you on your journey!

Welcome to Estero Blvd @ Gulf Dr, your convenient transit station located in the heart of Fort Myers Beach, Florida. Situated at the bustling address of Fort Myers Beach, FL 33931, our station serves as a vital hub for locals and visitors alike, offering seamless connectivity to the vibrant attractions and serene landscapes of this beautiful coastal town. Whether you're heading to the stunning beaches, exploring the local shops and eateries, or commuting to nearby destinations, Estero Blvd @ Gulf Dr provides easy access to a variety of transportation options. Our transit station is designed to ensure your travel experience is smooth and efficient, with well-maintained facilities and helpful staff ready to assist you with your journey.

Welcome to Estero Blvd @ Buccaneer Dr Transit Station, your convenient gateway to exploring the vibrant surroundings of Fort Myers Beach, Florida. Located in the heart of the picturesque 33931 area, this transit hub serves as a key connection point for locals and tourists alike, offering seamless access to the area's stunning beaches, lively entertainment spots, and diverse dining options. Whether you're commuting for work, heading out for a day of sun and surf, or exploring the charming local shops and attractions, Estero Blvd @ Buccaneer Dr Transit Station is your starting point for an unforgettable experience. Our well-maintained facilities and reliable service ensure a smooth and comfortable journey, allowing you to focus on enjoying all that Fort Myers Beach has to offer.

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 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.

Welcome to Estero Bay Pier, a tranquil oasis nestled in the heart of Bonita Springs, Florida. Located at the picturesque address of Bonita Springs, FL 34134, our park offers a serene escape for nature enthusiasts, families, and visitors seeking a peaceful retreat by the water. Estero Bay Pier is a haven for outdoor lovers, boasting stunning views of the bay and abundant opportunities for relaxation and recreation. Whether you're looking to enjoy a leisurely stroll along the pier, cast a line for some fishing, or simply soak in the breathtaking sunsets, our park provides the perfect setting.

Rebel Water Sports, located at 1010 Estero Boulevard in Fort Myers Beach, Florida, offers an exciting array of water activities for visitors to enjoy. Join their experienced crew on a dolphin tour to explore the back bay and encounter marine wildlife such as dolphins, manatees, and sea turtles. For a thrilling experience, hop on a wave runner or take a ride on a banana boat with up to 6 friends or family members. Forget about lugging beach chairs to the shore - relax under umbrellas with drink trays provided by Rebel Water Sports. Operating from 8am to 5pm daily, weather permitting, this institution promises a fun-filled day on the water. Contact them at (239)-677-6782 to book your adventure today!

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.

Edison Beach House, located at 830 Estero Boulevard in Fort Myers Beach, Florida, offers stunning ocean-front views and luxurious accommodations. The institution has recently undergone renovations to improve guest experiences, including the addition of a fully-functioning elevator for convenience. Each suite features in-suite kitchenettes with full-size appliances and in-suite stacked washers and dryers. Guests can enjoy the gorgeous ocean views from their private balconies and relax at the beach-front pool. The hotel is within walking distance to shopping boutiques and restaurants, making it easy to enjoy everything Fort Myers Beach has to offer.

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!

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.

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.

License to Chill Bar & Grill is a vibrant and laid-back beachfront restaurant located at the Margaritaville Beach Resort in Fort Myers Beach, Florida. Situated on the stunning Estero Boulevard, this tropical oasis offers guests a relaxing atmosphere where they can kick back, enjoy delicious food and sip on refreshing drinks. With a menu featuring a variety of seafood dishes, burgers, salads, and of course, margaritas, there is something for everyone to enjoy. Whether you're looking to unwind after a long day at the beach or simply want to soak in the picturesque views, License to Chill Bar & Grill is the perfect spot to escape and chill out in true Margaritaville style.