The 30 Best Island getaway vacations in Naples, Florida

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.

Located at 11508 Andy Rosse Lane in Captiva, Florida, the Captiva Island Inn is a charming lodging option that also serves as a real estate and travel agency. Just a stone's throw away from the beautiful Captiva Beach and a variety of fantastic restaurants, this inn offers the perfect location in the heart of Captiva Village. Captiva Island is known for its stunning tropical beauty, with sugary white sand beaches and sprawling natural parks. The island offers a plethora of fun activities such as parasailing, kayaking, golf cart rentals, dining at top-notch restaurants, and more.

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.

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.

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.

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.

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.

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.

Port of the Islands Information is a trusted travel agency located in the picturesque city of Naples, Florida. Situated at 317 Sunrise Cay, our dedicated team of travel experts is committed to helping you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, we have all the information and resources you need to make your trip unforgettable. Contact us today to start planning your dream vacation!

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.

Mainsail Naples is a premier travel agency located in the heart of Naples, Florida. Situated at 1575 Danford Street, Mainsail Naples offers a wide range of travel services to help clients plan and book their dream vacations. Whether you're looking to explore the beautiful beaches of Florida or embark on an exotic international adventure, our knowledgeable team is dedicated to providing top-notch customer service and personalized recommendations. Let Mainsail Naples be your guide to unforgettable travel experiences.

Island Hoppers is a premier travel agency located at 2005 Mainsail Drive in Naples, Florida, United States. Specializing in tropical getaways and island adventures, our experienced team of travel experts is dedicated to helping you plan the perfect vacation. From luxurious beach resorts to thrilling island excursions, Island Hoppers will ensure that your travel experience is unforgettable. Contact us today to start planning your dream getaway!

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 Osteria Capri, a charming culinary haven nestled in the heart of Marco Island, Florida. Located at 918 North Collier Boulevard, our restaurant invites you to experience the authentic flavors of Italy in a warm and inviting atmosphere. At Osteria Capri, we pride ourselves on offering a diverse menu that showcases the rich culinary traditions of Italy. Our talented chefs use only the freshest ingredients to craft delicious dishes that are both innovative and true to their roots. From handmade pasta and wood-fired pizzas to savory seafood and succulent meats, every dish is a celebration of flavor and artistry.

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.

The Rookery at Marco is a premier tourist attraction located at 3433 Club Center Boulevard in Naples, Florida, United States. This stunning resort boasts two championship golf courses designed by Peter Jacobsen and Jim Hardy, offering a total of 36 holes for golf enthusiasts to enjoy. The Rookery at Marco is a natural habitat for bald eagles, alligators, and blue herons, providing a picturesque backdrop for a challenging game of golf. The course features 18 holes with 7,100 yards of lush fairways and immaculate paspalum turfgrass, set in shallow wetlands with receptive greens and sand traps.

Sunrise Bay Resort Club is a lodging institution located at 10 Tampa Place, Marco Island, Florida, United States. We offer 20, 1 bedroom / 2 bath condominiums that directly face the beautiful bay, providing guests with a stunning view of the sunrise. All units are fully furnished and equipped, ensuring a comfortable vacation experience. Guests can enjoy the resort-owned pontoon boat to explore the Gulf of Mexico, relax in the whirlpool spa, or take a dip in the outdoor pool. The resort is within walking distance to seafood restaurants and shopping areas. Each condominium has a private balcony overlooking Marco Bay, the private boat dock, and pool. Visitors can also explore the nearby Everglades National Park or take water excursions to Keewaydin Island and Naples. For more information and reservations, please visit our website or contact us via email.

Executive Resort is a luxurious lodging establishment located on the pristine Keewaydin Island in Naples, Florida. Surrounded by the beauty of nature and offering stunning views of the Gulf of Mexico, this resort provides guests with a truly exclusive and upscale experience. The resort features elegantly appointed rooms, top-notch amenities, and personalized service to ensure a comfortable and unforgettable stay. Whether you are looking for a relaxing getaway or a productive business trip, Executive Resort is the perfect destination for discerning travelers.

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.

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.

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.

KoolCat Eco Tours, Inc is a premier travel agency located in Naples, Florida, United States. Specializing in eco-friendly tours and excursions, our experienced guides will take you on unforgettable adventures through the stunning natural landscapes of Florida. From kayaking through mangrove forests to snorkeling in crystal-clear waters, KoolCat Eco Tours offers a unique and sustainable way to explore the beauty of the Sunshine State. Come join us at 1 Shell Island Road and let us show you the wonders of nature in a responsible and enjoyable way.

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.

Tra World Tours & Cruises is a premier travel agency located in Naples, Florida, United States. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of tours and cruises to destinations all over the world. Whether you're looking for a relaxing beach getaway, a cultural adventure, or a luxurious cruise, our team of experienced travel experts is here to help you plan the perfect trip. Visit us at 3823 Tamiami Trail East and let us turn your travel dreams into reality.

Exclusive Destinations Inc. is a premier travel agency located at 2800 Davis Boulevard in Naples, Florida. Our team of Destination Specialists have meticulously explored South America to offer you the best travel experiences possible. Whether you're looking for a romantic getaway, an adventurous family vacation, or a group trip with friends, we cater to all your needs and travel preferences. Embark on a Galapagos cruise, explore the ancient mysteries of Machu Picchu, indulge in a wine tasting journey through Chile and Argentina, or immerse yourself in the pristine wilderness of the Amazon rainforest. Our carefully curated itineraries showcase the highlights of each destination, but we also offer tailor-made vacations from scratch.