The 30 Best Island luxury rentals in Naples, Florida

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Port of the Islands Resort is a charming lodging located in Naples, Florida, United States. Nestled along the picturesque Tamiami Trail East, this resort offers guests a tranquil escape surrounded by the natural beauty of the Florida Everglades. The resort features comfortable accommodations, a marina for boating enthusiasts, and a variety of outdoor activities such as fishing, kayaking, and bird watching. Guests can also relax by the pool or enjoy a delicious meal at the on-site restaurant. Whether you're looking for a peaceful retreat or an adventurous getaway, Port of the Islands Resort is the perfect destination for your next vacation.

Chokoloskee Island Resort is a true island paradise located at the southernmost point of Florida's SW gulf coast. Situated just over the bridge from Everglades City and neighboring the Everglades National Park, this campground and lodging facility offers a fisherman's dream getaway. The resort now offers brand new park model cottages with one to two bedrooms, full baths, stainless steel appliances, and beautiful built-ins. The cottages feature a perfect porch for enjoying your morning or evening beverage, making it hard to leave once you step inside.

Staybridge Suites Naples - Marco Island, an IHG Hotel is a luxurious lodging institution located in the beautiful city of Naples, Florida. Situated at 9401 Triangle Boulevard, this hotel offers spacious and comfortable suites for guests looking for a relaxing stay. With modern amenities, a convenient location near Marco Island, and exceptional customer service, Staybridge Suites is the perfect choice for both leisure and business travelers. Guests can enjoy a complimentary breakfast, a fitness center, a pool, and other top-notch facilities during their stay. Experience the ultimate in comfort and hospitality at Staybridge Suites Naples - Marco Island, an IHG Hotel.

Naples / Marco Island KOA Holiday is a picturesque campground and lodging facility located at 1700 Barefoot Williams Road in Naples, Florida. Situated in the heart of nature, this RV park offers a peaceful and relaxing getaway for visitors looking to escape the hustle and bustle of city life. With spacious campsites, cozy cabins, and modern amenities, guests can enjoy a comfortable stay surrounded by beautiful landscapes. The park also features a range of recreational activities such as swimming, fishing, and hiking, making it the perfect destination for outdoor enthusiasts. Whether you're looking for a weekend retreat or a longer vacation, Naples / Marco Island KOA Holiday is the ideal choice for a memorable camping experience.

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.

Experience the ultimate luxury living at this direct Gulf front home on a private beach on exclusive Keewaydin Island. Located at 10455 Keewaydin Is, Naples, Florida, United States, this property offers breathtaking views of the Gulf of Mexico and unparalleled privacy. Whether you're looking for a permanent residence or a vacation getaway, this real estate agency can help you find the perfect property on this secluded island paradise. Don't miss out on the opportunity to own a piece of this hidden gem in Southwest Florida. Contact the travel agency today to schedule a viewing and start living your dream beachfront lifestyle.

Escape to Paradise Villa in Naples offers a luxurious and modern vacation experience in a stunning lakefront property. This exclusive pool villa features 3 bedrooms, a spacious living room, open kitchen with island bar, dining area, and 2 bathrooms. The covered terrace, private pool (heated saltwater pool!), outdoor shower, and lush garden create a relaxing oasis for up to 6 guests. Enjoy high-end amenities including Sonos speakers, Smart TVs, Netflix, PlayStation, and fast Wi-Fi. The property also includes access to a community pool and spa, as well as optional membership to the Lely Players Club & Spa for longer stays. Nearby golf courses, beautiful gardens, and easy access to the beach make this the perfect retreat in Naples, Florida. Contact us for more information and to book your stay at Villa Escape to Paradise.

Island Oasis Charters LLC is a premier travel agency located at 73 San Remo Circle in Naples, Florida, United States. Specializing in luxurious yacht charters and unforgettable island getaways, our team is dedicated to providing unparalleled experiences for our clients. Whether you're looking for a romantic sunset cruise, a thrilling fishing expedition, or a relaxing day on the water, Island Oasis Charters LLC has you covered. Let us help you plan your dream vacation and create memories that will last a lifetime.

Extreme Naples Charters is a premier travel agency located in Naples, Florida, offering unforgettable experiences on the water. Our expert team specializes in providing thrilling charters for fishing, sightseeing, and more. Whether you're looking to reel in a big catch or simply relax and enjoy the stunning views of Naples, our charters are sure to exceed your expectations. Join us at 525 Newport Drive for an adventure of a lifetime in the beautiful waters of Florida.

Naples Coastal Excursions LLC is a premier travel agency located at 1575 Danford Street in Naples, Florida. We specialize in providing unforgettable coastal adventures along the stunning Naples coastline. Our experienced team is dedicated to creating personalized and memorable excursions for our clients, whether it be a relaxing sunset cruise, a thrilling snorkeling trip, or a scenic tour of the local wildlife. Let us help you plan the perfect coastal getaway in Naples, Florida.

Universal Vacations Naples is a real estate and travel agency located at 2800 Davis Boulevard in Naples, Florida, United States. Specializing in Fort Myers vacation rentals, the agency offers a variety of homes and condos perfect for any occasion. With options for oceanfront condos, family houses, and pet-friendly accommodations, Universal Vacations Naples ensures that guests feel right at home during their stay. The agency boasts a selection of 139 vacation rentals that allow dogs, as well as 300 properties with internet access for guests to stay connected throughout their trip. Professional housekeepers are also on hand to ensure that each property is thoroughly cleaned and stocked with amenities, making for a hassle-free arrival and relaxing stay.

Welcome to Avis Car Rental, conveniently located at 11228 Tamiami Trail North, Naples, Florida 34110. We are your trusted partner for all your car rental needs in the Naples area. Situated near the Riverchase Shopping Center, our location provides easy access to a variety of shopping options and is just minutes away from popular attractions like the Golisano Children's Museum of Naples and Delnor-Wiggins Pass State Park. At Avis, we offer a wide range of vehicles to suit your travel needs, from compact cars for easy city driving to full-size vehicles perfect for family trips. Take advantage of our special offer: enjoy one day free of daily time and mileage charges on rentals of intermediate (group C) through full-size four-door (group E) cars, valid on a minimum three-day rental. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are additional, and optional items like LDW and other surcharges may apply.

Welcome to Avis Car Rental, conveniently located at 570 Terminal Drive, Naples, Florida 34104, United States. Situated right next to the baggage claim at Naples Airport (APF), our location offers the perfect starting point for your Florida adventure. With our rental cars just a short walk away, you'll be on your way to exploring the vibrant city of Naples in no time. Avis Car Rental provides a wide selection of vehicles to suit your needs, whether you're seeking a compact car for city driving, a midsize sedan for comfort, or a luxury SUV for added space and style. For those looking to enhance their travel experience, we offer Avis Preferred, a complimentary membership that allows you to skip the line and go straight to your car.

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 Isles of Capri Vacation Rentals, your premier destination for unforgettable getaways in the heart of Florida's paradise. Nestled at 219 Capri Boulevard in the picturesque Naples area, our agency specializes in providing exceptional real estate and travel services tailored to your dream vacation needs. Whether you’re seeking a serene waterfront escape or a luxurious island retreat, our diverse portfolio of properties promises something for every traveler. At Isles of Capri Vacation Rentals, we pride ourselves on offering personalized service and expert local knowledge to help you discover the hidden gems of the Isles of Capri. Our dedicated team is committed to ensuring your stay is seamless and memorable, from the moment you book until your departure. Explore pristine beaches, enjoy world-class dining, and indulge in the vibrant local culture, all while staying in comfort and style.

Silver Lakes RV Resort & Golf Club is a premier destination for those looking to enjoy the beauty of Southwest Florida. Located at 1001 Silver Lakes Boulevard in Naples, this resort offers a unique combination of camping, lodging, and golfing opportunities. Managed by Shelley Freshwater, a Florida Licensed Real Estate Broker, Silver Lakes is the only RV & Golf Resort in the area, making it a sought-after destination for travelers. The resort is situated at the gateway to the 10,000 Islands, providing easy access to the surrounding nature and recreational activities.

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.

607 Somerset of MI, LLC is a luxury beachfront gated community located at 780 South Collier Boulevard in Marco Island, Florida. This institution offers a beautiful condo unit, Somerset Unit 607, for rent, perfect for families and couples looking for a beach vacation in sunny Florida. The Somerset complex is known as the most popular weekly rental condo on the island, featuring 2 tennis courts, 2 outdoor pools, grilling areas, and direct private beach access. Guests can enjoy easy access to many restaurants and shops within walking distance. The direct beachfront unit offers over 1800 sq ft of indoor and outdoor space, completely remodeled in 2015. This unit is the largest two bedroom model in the building, providing a comfortable and luxurious stay for guests. Additionally, Naples is just a 30-minute drive away, offering world class shopping and restaurants for guests to explore.

Capri Vacation Condo is a premier real estate and travel agency located at 190 Pebble Beach Boulevard in Naples, Florida, United States. Our luxurious vacation condos offer breathtaking views of the surrounding area and are equipped with top-notch amenities to ensure a comfortable stay for our guests. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Capri Vacation Condo has something for everyone. Contact us today to book your dream vacation in sunny Naples, Florida.

Fiddler's Creek is a private club community located in Naples, Florida, set conveniently between Naples and Marco Island. Spanning over 4000 acres and surrounded by a protected sanctuary, this vibrant community offers a welcoming, relaxed lifestyle. With amenities such as a beach, marina, golf course, and spa, Fiddler's Creek provides everything you could wish for in a private gated community. Luxurious new residences with access to the golf club, marina, and beach are available at Fiddler's Creek. Life's conveniences are just outside the gates, with easy access to airports and nearby attractions. The community offers a range of activities, from sports courts to beach walks, ensuring there is always something fun to do.

Royal Shell Vacations is a premier real estate and travel agency located in Cape Coral, Florida. With a wide range of vacation rentals available in popular Florida destinations such as Sanibel Island, Captiva Island, Naples, and Ocala, Royal Shell makes vacation planning a breeze. Whether you're looking for a beachfront condo, a cozy mountain retreat, or a luxury estate near horse farms, Royal Shell has the perfect vacation rental for you. With over 500 vacation rental homes and condos in Sanibel and Captiva Islands alone, Royal Shell is the largest vacation rental company in Southwest Florida. Their expert team is dedicated to providing guests and owners with unique amenities and services to ensure a stress-free vacation experience. From nightly stays to long-term rentals, Royal Shell offers a variety of rental options to suit your needs.

The Holiday Life, located in Naples, Florida, is a real estate and travel agency specializing in upscale vacation and seasonal home rentals along Southwest Florida’s Paradise Coast. Each property in their portfolio offers guests a unique and authentically local experience with hotel-like service and amenities. They manage the entire rental process for absentee vacation homeowners, from marketing to cleaning to financial reporting. Their local team is available seven days a week to ensure guest needs are promptly met. One of their offerings, SoCe Flats, is a luxurious condominium development in the desirable Olde Naples neighborhood, within walking distance to the beach and 5th Ave S shopping district. Another option is GreenLinks Resort, centrally located in a resort community with fully furnished villas surrounded by championship golf courses and a resort-style pool. They also manage privately owned hotel condos on Marco Island’s white sand beach, with onsite dining options.

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.

Off the Hook Hideaway is a luxurious retreat nestled on Florida's Gulf Coast between Naples and Marco Island. This hidden gem offers nine bedrooms and a peaceful escape from the hustle and bustle of everyday life. The cozy accommodations feature modern amenities and tasteful decor, creating a warm and inviting atmosphere. Guests can enjoy the stunning natural surroundings, relax on the outdoor patio, or take a dip in the Gulf of Mexico. The Hideaway is conveniently located near Keewaydin beach, Naples, and Marco Island, offering a variety of outdoor activities and attractions. With an Eco-Friendly property that runs off solar power and rainwater collection, guests can enjoy a sustainable and serene getaway. Whether you're looking to unwind by the bay or explore the local area, Off the Hook Hideaway is the perfect destination for your next vacation.

Land & Sea International Realty is a premier real estate and travel agency located at 953 North Collier Boulevard in Marco Island, Florida, United States. Our website is currently being updated to provide you with the most comprehensive information on Naples real estate. At Land & Sea International Realty, we strive to help you experience Naples living to the fullest. Whether you are looking to live among the residents, savor authentic cuisine, or create unforgettable memories, we are here to assist you every step of the way.

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.

Craft Travel is a luxury travel agency located at 1660 Trade Center Way in Naples, Florida, United States. We believe that luxury travel is a craft, and we are passionate about curating unique journeys that create memories to last a lifetime. Our tailored luxury adventures go beyond just being a vacation - they are opportunities to immerse yourself in new cultures, meet new people, and challenge yourself in new ways. Our expert Travel Designers work with you to create custom private experiences that are exclusive and unforgettable. From exploring remote landscapes in Chile to experiencing authentic safaris in Kenya and relaxing on the pristine beaches of the Seychelles Islands, we offer a wide range of luxury travel options.

Pure Florida is a premier travel agency located in Naples, Florida, United States. Situated at 1200 5th Avenue South, this institution offers a variety of exciting and unique travel experiences for visitors looking to explore the beauty of Florida. From thrilling boat tours to relaxing sunset cruises, Pure Florida provides unforgettable adventures for all ages. Discover the wonders of Naples and beyond with Pure Florida as your guide.

Located at 495 Bayfront Place in Naples, Florida, The Blue Dahlia Private Charters LLC is a premier travel agency specializing in personalized on-water experiences. Our mission is to be your exclusive on-the-water concierge, offering custom-designed packages to meet your nautical needs. Explore the luxurious Port Royal community, enjoy champagne against the backdrop of Naples' famous sunsets, and discover Florida's tropical wildlife in their natural habitats. To ensure your safety and comfort under the Florida sun, The Blue Dahlia provides custom canopy shades for both the bow and stern of the boat. Stay protected while enjoying the fun on the water, whether you're cruising at idle speeds or relaxing at Keewaydin Island.

Welcome to Wing South Airpark, a unique private fly-in gated community located at 3987 Skyway Drive, Naples, Florida. Nestled just 5 miles southeast of Naples, this distinguished airpark offers aviation enthusiasts the perfect blend of luxury living and convenient access to air travel. At Wing South Airpark, you'll find a 4,400-foot newly paved and lighted runway, 100 feet wide, providing ample space for various aircraft. With a private airstrip designated as FA37, this community ensures seamless connectivity with nearby airports, including Naples Municipal Airport and Marco Island Executive Airport.