TOP 30 Island vacation 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.

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.

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.

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.

Naples Reserve is a premier institution located at 14885 Naples Reserve Circle in Naples, Florida, United States. As a general contractor, our community aims to provide an extraordinary experience for every member of your family. Our facilities include the Island Club, Fitness Center, and Outrigger Activities Center where you can enjoy state-of-the-art fitness equipment, bocce ball, beach volleyball, and more. Cool off in our resort-style pool, grab a bite at Latitudes Café, or relax at the Tiki Bar with a drink and new friends.

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.

Esplanade by the Islands - Taylor Morrison is a premier financial institution and general contractor located at 15286 Arpino Court in beautiful Naples, Florida. With a reputation for excellence and a commitment to quality, Esplanade by the Islands - Taylor Morrison offers a wide range of financial services and construction solutions to meet the needs of their clients. Whether you are looking to build your dream home or secure your financial future, Esplanade by the Islands - Taylor Morrison is here to help. Experience the difference of working with a trusted and experienced team at Esplanade by the Islands - Taylor Morrison.

Woodruff Real Estate & Property Management in Naples, Florida is your go-to agency for all your property management needs. Our dedicated team takes personal pride in managing both long and short-term residential and rental investments. Serving Naples, Collier, Lee, and Miami-Dade counties, our licensed brokers and property managers are ready to assist you in NAPLES, NORTH NAPLES, EAST NAPLES, ESTERO, SAN CARLOS PARK, BONITA SPRINGS, MARCO ISLAND, FORT MYERS, FORT MYERS BEACH, as well as in MIAMI, HIALEAH, FORT LAUDERDALE, PEMBROKE PINES, HOLLYWOOD, POMPANO BEACH, WEST PALM BEACH, MIAMI BEACH, BOCA RATON, KENDALL, BOYNTON BEACH, HOMESTEAD, DELRAY BEACH, CUTLER BAY, JUPITER, DORAL, and CORAL GABLES. Whether you need full-service property management, landlord leasing service, home finder service, or help selling a home, Woodruff Real Estate & Property Management is here to assist you. Contact us at (239) 571 8176 or info@woodruffpropertymgmt.com for more information.

Naples Home Watch Service, located at 628 8th Street North in Naples, Florida, is owned and operated by professionals with real estate experience. Our company offers home watch services in Naples, Bonita Springs, Marco Island, and surrounding areas of Florida. Home Watch is a convenient alternative to traditional house sitting services, ensuring the security and maintenance of your property while you are away without the need for someone to live in your home. We understand the importance of your home and strive to provide a level of service that gives you peace of mind and allows you to fully enjoy your time away. Our services are customized to fit your needs and include basic maintenance tasks to keep your home in excellent operating condition.

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.

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.

Marco Island Shelling Tours offers a unique and unforgettable experience for families looking to explore the beautiful beaches of Florida. Led by renowned Travel Channel tour guide, Captain Evan, guests can embark on a 3-hour tour to secluded islands abundant with exotic seashells. Whether you are a seasoned sheller or a beginner, this tour is suitable for all ages and interests. The pristine beaches of Marco Island are home to a variety of rare shells such as the Junonia, Conch, and Alphabet Cone, which remain untouched due to the currents from the ocean. While the thrill-seekers hunt for shells, those who prefer to relax can enjoy the isolated beaches in peace.

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.

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 Nina The Realtor Naples - Marco Island FL Located at 776 Eagle Creek Drive, Naples, Florida, Nina The Realtor is your trusted partner for all real estate needs in the beautiful Naples and Marco Island area. Whether you're looking to buy or sell, Nina Burkhardt offers unparalleled expertise and personalized service to ensure a seamless and satisfying experience.

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.

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.

The Rookery Bay Environmental Learning Center, located at 300 Tower Road in Naples, Florida, is a park and tourist attraction that offers visitors a unique opportunity to learn about and explore the natural beauty of Southwest Florida. With interactive exhibits, an art gallery, nature trails, and picnic areas, the center provides hands-on activities for visitors of all ages. Covering 110,000 acres along the coast, the center allows guests to immerse themselves in the diverse ecosystems and wildlife of the region. However, please note that Second Chance Island is closed from March 1st to August 31st, 2024. Additionally, Friends of Rookery Bay has issued an eco-tour operator RFP on March 8th.

Captain Mitch's Everglades Private Airboat Tours is a must-visit tourist attraction located at 30999 Tamiami Trail East in Naples, Florida. Captain Mitch House, the owner, comes from a long line of airboat tour experts, with his great grandfather being one of the pioneers in the industry. With over 30 years of experience, Captain Mitch ensures that your time at Everglades Private Airboat Tours will be a cherished memory. Experience the thrill of a one-hour airboat tour through the swamplands and islands of the Florida Everglades. Whether you are a visitor or a local resident, this adventure is sure to be unforgettable. Be sure to mention the verbal code **POT OF GOLD** at check-in to receive a $5.00 discount on adult tickets.

Rising Tide Explorers, located at 1295 Capri Boulevard in Naples, Florida, is a travel agency offering kayak tours, kayak rentals, boat tours, and shelling experiences with local biologist guides. Explore the stunning estuaries of Southwest Florida with expert guidance as you navigate through mangrove tunnels, oyster reefs, and hidden bays. Join a local biologist on a journey into the heart of the Rookery Bay Reserve, or venture out to Shell Island Road to witness the evening spectacle of over 1,000 birds returning to the bird rookery island. Immerse yourself in the beauty of wild Southwest Florida on a 3-hour nature cruise led by a local biologist, where you can spot birds, dolphins, and other wildlife while learning about the region's history and ecology. Rising Tide Explorers offers guided kayak tours and boat eco tours in Naples and Marco Island, led by knowledgeable biologist guides who are passionate about sharing their expertise on the unique ecology and wildlife of the area.

Clausen Properties, Inc. is a reputable real estate agency and travel agency located at 247 North Collier Boulevard in Marco Island, Florida, United States. With over 50 years of experience, the Clausen Family specializes in Marco Island Residential Properties and offers a wealth of knowledge and expertise. They are dedicated to finding the finest properties and negotiating the best deals for their clients. Clausen Properties, Inc. stays up-to-date on the latest market conditions, government regulations, and upcoming developments so that their clients don't have to worry about it. If you have any questions about your property with Clausen Properties, Inc., you can easily reach out to them via text at 239-253-3321 for a quick response. Known as Marco Island and Naples' most innovative real estate team, Clausen Properties, Inc. is committed to providing exceptional service to their clients.

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.

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.

Coldwell Banker Realty is a renowned real estate agency located at 550 5th Avenue South in Naples, Florida, United States. Our team of expert agents serves clients in Bonita Springs, Naples, Vanderbilt Beach, Marco Island, Golden Gate, and beyond. Whether you are looking to buy or sell a property, our professionals are here to assist you every step of the way. We offer personalized service and a wealth of knowledge about the local real estate market. Coldwell Banker Realty is proud to be affiliated with Guaranteed Rate Affinity, LLC, ensuring our clients have access to a wide range of financial options. Please note that our agents are independent contractor sales associates and not employees of Coldwell Banker. Contact us today to start your real estate journey with Coldwell Banker Realty.

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.