The 30 Best Island luxury rentals in Estero, Florida

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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.

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.

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.

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.

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.

Check In Vacation Rentals is a real estate and travel agency located at 6080 Estero Boulevard in Fort Myers Beach, Florida. Our stunning vacation rentals are the perfect starting point for your vacation in Southwest Florida. With powder-white sand beaches and endless sunshine, the Gulf of Mexico is sure to captivate visitors of all ages. Located on the islands of Fort Myers Beach and Lovers Key, our vacation rentals offer easy access to excellent shelling, nature watching, and fishing opportunities. Immerse yourself in the natural splendor of Florida's most romantic destination and enjoy unforgettable views with Check In Vacation Rentals. Your vacation starts here - book your stay today!

Welcome to Avis Car Rental, your premier destination for convenient and reliable car rentals in Estero, Florida. Located at 21740 South Tamiami Trail, our Estero branch offers a wide range of vehicles to suit your travel needs, whether you're exploring the beautiful Gulf Coast or heading out on a business trip. Our friendly staff is ready to assist you in finding the perfect vehicle from our diverse fleet, ensuring a smooth and enjoyable rental experience. Take advantage of our current special offer: enjoy one day free of daily time and mileage charges on an intermediate (group C) through a full-size four-door (group E) car rental when you book for a minimum of three days. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are additional. Optional items such as the Loss Damage Waiver (LDW) and other surcharges may apply. The offer is valid at Avis locations in the contiguous U.S. (excluding the New York Metro area) and requires an advance reservation. Blackout periods and other restrictions may apply, so make sure to check the terms and conditions.

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.

Pink Shell Beach Resort & Marina is a full-service beachfront getaway located on Estero Island in Fort Myers, Florida. Surrounded by the Matanzas Pass and the Gulf of Mexico, our 12-acre resort has evolved from a single cottage built in 1950 to a premier destination for families and friends to create lasting memories. We offer special offers for guests, including discounts for military personnel and wedding packages. Our resort features extraordinary views, clean and safe beaches perfect for kids, and a friendly and professional staff. Guests can enjoy amenities such as a pool with warm water, luxury suites with fully stocked kitchens, and daily breakfast. The Pink Shell Resort is a great place for a family vacation, with easy access to nearby attractions and a family-friendly atmosphere. Book your stay with us and experience the best of the Gulf Coast of Florida at Pink Shell Beach Resort & Marina.

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!

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.

Located at 6620 Estero Boulevard in Fort Myers Beach, Florida, GullWing Beach Resort offers homelike vacation rentals perfect for a beach getaway. With a contemporary tropical flair and luxurious island elements, our modern beachfront rentals are the perfect place to relax and unwind. Enjoy the tropical pool area, swim in the ocean, or take a stroll along the sandy shores in search of seashells. Conveniently located with a stop directly in front of the resort, guests can easily explore nearby shops, cafes, and bars. Watch spectacular sunsets from your private balcony, fully furnished and screened-in for your comfort. Whether you want to relax by the pool or venture out to discover the local attractions, GullWing Beach Resort has something for everyone.

ALOHA FLORIDA, LLC is a premier real estate and travel agency located at 19976 South Tamiami Trail in Estero, Florida. We specialize in hand-selected luxury houses that undergo regular checks to ensure excellence. Our expertise is unmatched, and we strive to make your dreams come true. Choose from a variety of additional services to enhance your recreation and relaxation package from the start. Our villas serve as the perfect starting point for exploring white sandy beaches, tropical nature, challenging golf courses, fine restaurants, and stylish boutiques.

Downing-Frye Realty, Inc. is a prestigious real estate institution located at 8950 Fontana Del Sol Way in Naples, Florida, United States. With over fifty years of experience, Downing-Frye has become synonymous with excellence and professionalism in the Naples, Marco Island, Bonita Springs, and Estero real estate markets. Since 2004, Downing-Frye Realty has consistently ranked in the top 100 real estate offices in the country based on closed sales volume. Their Naples office has been recognized as the Best Real Estate Office in the Southwest Florida People’s Choice Award contest for an impressive 18 consecutive years, and they have also been voted as the Best Real Estate Office in Bonita Springs by the News-Press readers for 14 consecutive years. With a reputation for exceptional service and results, Downing-Frye Realty is the go-to choice for all your real estate needs in Southwest Florida.

The Bartos Group - Premiere Plus Realty is your top resource for real estate in Southwest Florida, including Bonita Springs, Cape Coral, Estero, Ft. Myers, Marco Island, and Naples. With a proven track record and years of experience, The Bartos Group is dedicated to helping buyers and sellers achieve their real estate goals. Our team is consistently ranked as a top producer, and we have the tools and expertise to sell your home efficiently. Whether you're buying or selling, we are here to guide you through the process and help you find your perfect piece of paradise in Southwest Florida. Trust in our team of experienced agents to provide you with the personalized service and attention you deserve. Visit us at 950 North Collier Boulevard, Marco Island, Florida, and let us help you with all your real estate needs.

Creciente Condominium Association Inc, located at 7150 Estero Boulevard in Fort Myers Beach, Florida, offers a luxurious beachfront living experience. The complex consists of three buildings set on beautifully landscaped grounds with amenities such as tennis courts, a swimming pool, shuffleboard, library, BBQ grills, clubhouse, fitness center, secured lobby, elevator, and assigned parking. Residents can enjoy the natural beauty of the Gulf Coast with easy access to the beach and stunning views of the Gulf of Mexico. Located near Santini Plaza, shops, and restaurants, Creciente offers the perfect island lifestyle with convenience and luxury. Please note that the phone number provided does not receive text or SMS messages.

Welcome to the Spa and Fitness Center at The Westin Cape Coral, a serene oasis nestled within the vibrant resort community of The Westin Cape Coral Resort at Marina Village. Located at 5902 Silver King Boulevard, Cape Coral, Florida, our spa offers a luxurious escape designed to rejuvenate your body and soul. Esterra Spa & Salon Indulge in pure relaxation at the Esterra Spa & Salon, where breathtaking views of the Tarpon Point Marina and the Caloosahatchee River set the stage for a revitalizing experience. Our full-service spa features five treatment rooms, including a couples' room and a Vichy shower room. Enjoy a wide range of services, from tension-relieving massages and invigorating body scrubs to professional hair and nail care. Begin your journey with a personal greeting and a complimentary glass of champagne, wine, or fruit-infused water.

Welcome to Fort Myers Beach, a captivating tourist attraction located on the picturesque Estero Island in Fort Myers Beach, Florida. Nestled along the stunning Gulf of Mexico, our destination offers a perfect blend of sun, sea, and sand, making it an ideal getaway for families, couples, and solo travelers alike. Discover the charm of our pristine white-sand beaches, where you can bask in the sun, build sandcastles, or take a leisurely stroll along the shoreline. For those seeking adventure, Fort Myers Beach provides a plethora of water sports activities, including kayaking, paddleboarding, and parasailing, ensuring an unforgettable experience for thrill-seekers.

Welcome to Bernwood Catering Co., your premier choice for professional catering and personal chef services in Southwest Florida. Located at 25221 Bernwood Dr, Bonita Springs, FL 34135, we're dedicated to crafting unforgettable culinary experiences for events of all sizes. Whether you're planning a sophisticated cocktail hour with our signature Mini Butler Appetizers, or need full-service event planning including venue selection, rentals, staffing, and exquisite culinary displays, we've got you covered. Under the expert guidance of Executive Chef Ron, our team is committed to delivering a diverse array of customizable, housemade menus that cater to your unique tastes and event requirements. Our reputation is backed by over 300 5-star reviews on Google and numerous accolades, including the prestigious Best of Bonita Award. We proudly serve the most exclusive venues and luxury private homes across Collier and Lee County, from Marco Island to Sanibel Island.

Welcome to The Koffman Group - Royal Shell Real Estate, your trusted partner in navigating the dynamic real estate market of Southwest Florida. Located at 1105 Cape Coral Parkway East, Cape Coral, Florida 33904, we are committed to providing you with unparalleled service and expertise in finding your dream home or investment property. Our website, www.capecoralrealestatenow.com, serves as Southwest Florida's premier real estate search engine, utilizing the Southwest Florida Regional MLS for the most accurate and up-to-date listings. Whether you're considering relocating to the picturesque cities of Fort Myers, Cape Coral, Bonita Springs, or exploring the serene landscapes of Sanibel Island and Naples, our platform offers a seamless property search experience, more precise than other popular real estate sites.

Welcome to South Land & Realty, your premier real estate agency located at 1335 Santos Road, Fort Myers Beach, Florida 33931. Specializing in the vibrant Fort Myers Beach (Estero Island) market and its surrounding areas, we are your gateway to one of the hottest real estate destinations in the country. With 7 miles of pristine sugar sand beaches, breathtaking sunsets, and a year-round beautiful climate, it's no wonder buyers from around the globe are drawn to this idyllic island paradise. Whether you're looking for a vacation home, an investment property, or a primary residence, Fort Myers Beach offers a range of options, from charming cottages to luxurious condos. The island's gently sloping beaches and controlled development ensure a perfect balance of natural beauty and modern convenience. As a popular vacation spot, many visitors fall in love with the area and choose to make it their permanent home.

Welcome to Tracey Gore Realtor, your premier real estate agency located at 2100 Estero Boulevard, Fort Myers Beach, Florida. As the leading expert in beachfront properties, Tracey Gore offers unparalleled knowledge and insight into the local real estate market. With 100 feet of stunning beachfront frontage adorned with mature palm trees, Tracey Gore Realtor is your gateway to coastal elegance and luxury living. Whether you're searching for a custom showcase residence on San Carlos Island or a unique Gulf-side parcel, Tracey Gore Realtor presents a rare opportunity to own prime real estate in one of Florida's most sought-after locations. Our portfolio features a diverse range of properties, including newly built homes with breathtaking Gulf views, canal-front pool homes with direct Gulf access, and exquisite waterfront penthouses with private garages.

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 Sky Coastal Realty, your premier real estate agency located at 9990 Coconut Road, Bonita Springs, Florida. As a trusted name in the real estate industry, we specialize in helping you find your dream home or investment property in the beautiful Southwest Florida region. Our team of dedicated professionals is passionate about matching clients with properties that suit their lifestyle and needs. Whether you're looking for a serene retreat in a gated 55 community, a luxurious coastal villa, or a spacious family home with stunning golf course views, Sky Coastal Realty has an extensive portfolio to explore.

Welcome to My Florida Team, your trusted real estate agency located at 26251 South Tamiami Trail, Bonita Springs, Florida. Our dedicated team of expert real estate agents is committed to connecting you with the home and lifestyle of your dreams. At My Florida Team, our mission is to provide unparalleled convenience, whether you are buying or selling a property. We strive to secure the best price for you in the shortest possible time. Our expertise spans a wide range of real estate needs, including golf communities, beachfront properties, rental investments, renovation projects, luxury homes, and properties on Hickory & Estero Island. We also specialize in assisting first-time home buyers navigate the exciting journey of purchasing their first home.

Welcome to Blue Ocean Real Estate: Elevating Luxury Living in Naples and Bonita Springs, Florida Located at 9001 Highland Woods Boulevard, Bonita Springs, Florida, Blue Ocean Real Estate is a premier real estate agency dedicated to delivering unmatched luxury living experiences. Our passion for luxury real estate in Florida sets us apart as a customer-focused company committed to providing the highest quality concierge service to both buyers and sellers in the vibrant Naples and Bonita Springs areas.

Welcome to Coldwell Banker Realty - Naples Central, your premier real estate agency located at 5042 N Airport-Pulling Road, Naples, Florida. We proudly serve the beautiful regions of Bonita Springs, Naples, Marco Island, Fort Myers, Fort Myers Beach, Estero, Bradenton, Cape Coral, Labelle, Lehigh Acres, North Fort Myers, Port Charlotte, Punta Gorda, and Sarasota. At Coldwell Banker Realty, we are dedicated to exceeding your expectations with a results-oriented real estate experience. Our Naples Park Shore office is home to over 50 independent sales associates, each offering unparalleled expertise and a commitment to excellence. As Florida's full-service real estate leader, we provide a seamless experience backed by global resources, world-class marketing, and local knowledge, all while honoring the hometown traditions you deserve.

Welcome to Jack Spring - The GEM Team, your premier real estate agency located at 12276 Tamiami Trail East, Naples, Florida 34113. Specializing in exceptional service for our most discerning clients, we are committed to providing a new level of expertise and attentive customer care for real estate ventures throughout Southwest Florida. Founded by Jack, who brings over 30 years of experience in real estate law, contracts, title, escrow, and marketing, The GEM Team ensures that your property is expertly marketed and that every aspect of your transaction is handled with the utmost professionalism and precision. Jack believes that listening carefully to clients' needs and leveraging years of problem-solving experience are key to achieving outstanding success.

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.