The 30 Best Island luxury rentals in Florida

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Amelia Island Premier Beach Rentals is a top-rated real estate and travel agency located in Fernandina Beach, Florida. Situated at 311 North 14th Street, this institution specializes in providing luxurious beachfront properties for vacation rentals on Amelia Island. With a wide range of rental options to choose from, guests can enjoy a relaxing and unforgettable beach getaway with stunning ocean views and top-notch amenities. Whether you're looking for a cozy condo for a romantic retreat or a spacious beach house for a family vacation, Amelia Island Premier Beach Rentals has the perfect accommodation for you. Book your dream beach rental today and experience the ultimate island paradise on Amelia Island.

Anna Maria Island Getaway is a premier real estate and travel agency located in Bradenton Beach, Florida. Our dedicated team is committed to helping you find the perfect getaway on the beautiful Anna Maria Island. Whether you're looking for a beachfront vacation rental, a cozy cottage, or a luxurious villa, we have a wide selection of properties to choose from. Our experienced staff is here to assist you every step of the way, from booking your accommodation to planning your itinerary. Come experience the beauty and tranquility of Anna Maria Island with us at Anna Maria Island Getaway.

Anchor Down Real Estate & Rentals on Anna Maria Island offers top Bradenton & Anna Maria Island vacation rentals. Located at 9801 Gulf Drive in Anna Maria, Florida, this institution serves as a lodging, real estate, and travel agency. With a "No Worry Guest Guarantee" from reservation to check-out, Anchor Down Vacation Rentals provides the finest homes on the Florida Gulf Coast. Guests can enjoy spacious accommodations, beautiful outdoor areas, and excellent customer service. Whether you're looking for a family gathering, a romantic getaway, or a relaxing vacation, Anchor Down Vacation Rentals has the perfect property for you. Book today and experience the beauty of Anna Maria Island with Anchor Down!

The Villas of Amelia Island is a luxurious lodging institution located at 8 Amelia Village Circle in Fernandina Beach, Florida, United States. Nestled in a beautiful coastal setting, the Villas offer a tranquil escape with stunning views of the ocean and lush surroundings. Guests can enjoy spacious accommodations, upscale amenities, and personalized service during their stay. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, the Villas of Amelia Island provide the perfect setting for a memorable experience.

Collins Vacation Rentals, Inc. is a reputable real estate and travel agency located at 60 East Gulf Beach Drive in Saint George Island, Florida, United States. With a strong focus on providing top-notch vacation rental properties, Collins Vacation Rentals, Inc. offers a wide range of accommodations to suit every traveler's needs and preferences. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront villa, their team of dedicated professionals is committed to helping you find the perfect vacation rental for your stay in beautiful Saint George Island. Experience the ultimate vacation experience with Collins Vacation Rentals, Inc. and create lasting memories in this stunning coastal destination.

Resort Vacation Properties of St. George Island by Vacasa is a real estate and travel agency located at 61 Gulf Beach Drive West in Saint George Island, Florida, United States. Step onto the soft sands and into the sunshine with St. George Island rentals, where you can enjoy the Gulf's emerald waves without swarms of beachgoers. The area boasts quiet, pristine beaches and nearby protected nature reserves that are home to monarch butterflies and manatees. With 79 of their St. George Island homes allowing dogs and 119 offering internet access, guests can enjoy a comfortable and connected stay. The local team includes professional housekeepers who ensure that each home is thoroughly cleaned and stocked with amenities for guests' arrival.

Anna Maria Island Vacation Rentals is a premier real estate and travel agency located at 601 Gulf Drive North in Bradenton Beach, Florida. Specializing in luxury vacation rentals on the stunning Anna Maria Island, this agency offers a wide range of accommodations to suit every traveler's needs. From beachfront condos to cozy cottages, guests can expect top-notch service and amenities during their stay. Whether you're looking for a romantic getaway or a family-friendly retreat, Anna Maria Island Vacation Rentals has the perfect property for your next vacation. Experience the beauty and charm of Florida's Gulf Coast with a stay at one of their exceptional rental properties.

Getaways Rentals is a real estate and travel agency located on West Bay Shore Drive in Saint George Island, Florida. Specializing in vacation rentals and real estate sales on Florida's Forgotten Coast, Getaways Rentals offers a wide range of beach vacation rentals in St. George Island and Cape San Blas. Whether you are looking for a cozy beachfront condo or a spacious bayfront home, their team is dedicated to helping you find the perfect rental for your getaway. In addition to vacation rentals, Getaways Rentals also offers real estate services for those looking to purchase their dream home on St. George Island. With local knowledge and experience, they can assist you in every aspect of the purchasing process and even manage your investment property in the rental market. Contact Andrew Ison, the broker at Beach Vacation Realty, for personalized service and expert advice on your next beach vacation or real estate investment.

Cape & Coast Premier Properties on St. George Island is a real estate and travel agency located at 235 Gulf Beach Drive West in Eastpoint, Florida. This hidden gem on Northwest Florida's Gulf Coast offers visitors a chance to experience sugar-white sands and emerald-green waters just steps away from their accommodations. With pet-friendly and family-oriented beaches, guests can enjoy nature, local restaurants, boutiques, and outdoor activities while creating lasting memories. The team at Cape & Coast Premier Properties provides around-the-clock guest services, a convenient guest app, beach vacation essentials, and more to ensure a stress-free stay. From charter fishing trips to beach bonfires, guests can customize their dream beach vacation with just a few clicks. Guests rave about the stunning views, cleanliness, and amenities of the rental properties, making it the perfect place to unwind with family and pets. Whether you're looking for a short stay, monthly rental, or discounted week, Cape & Coast Premier Properties has the perfect beach house waiting for you. Start planning your beach vacation of a lifetime today!

Solitude, located on St. George Island in Florida, is a premier real estate and travel agency offering unparalleled experiences for those seeking a peaceful and serene getaway. Nestled at 2351 Christopher Place in Tallahassee, Florida, Solitude specializes in providing luxurious vacation rentals and prime real estate opportunities on the pristine St. George Island. Whether you are looking for a tranquil beachfront retreat or a stunning waterfront property, Solitude has the expertise and resources to make your dream a reality. With a commitment to exceptional service and attention to detail, Solitude is your go-to destination for all your real estate and travel needs on St. George Island.

Island Real Estate Vacations on Anna Maria Island is a premier real estate and travel agency located at 3909 East Bay Drive in Holmes Beach, Florida. With a wide range of vacation rental properties available, they provide visitors with the perfect accommodations to enjoy all that this beautiful island has to offer. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious condo, Island Real Estate Vacations has something for everyone. Their knowledgeable staff is dedicated to ensuring a seamless and memorable vacation experience for all guests. Experience the beauty and tranquility of Anna Maria Island with Island Real Estate Vacations.

Experience the ultimate in RV resort luxury at Island Oaks RV Resort located in Glen Saint Mary, Florida. Situated at 9664 Nursery Road Boulevard, this campground offers lakeside lots for a peaceful and serene getaway. Enjoy swimming, fishing, and delicious dining options during your stay. Challenge your friends to a game on the ball courts or relax to live music in the evenings. With a variety of events and activities scheduled daily, there is never a dull moment at Island Oaks. Whether you are looking for a fun-filled vacation with loved ones or a peaceful solo retreat, Island Oaks RV Resort promises to create lasting memories. Take advantage of flexible rates for daily, weekly, and monthly stays and make your dream vacation a reality at Island Oaks RV Resort.

Island Echos in Fort Walton Beach by Vacasa is a lodging, real estate, and travel agency located at 676 Santa Rosa Boulevard in Fort Walton Beach, Florida, United States. This institution offers vacation rentals for every type of getaway, with 64 rentals equipped with internet access for staying connected during your stay. The professional housekeeping team at Island Echos ensures that each rental is thoroughly cleaned and stocked with amenities for a stress-free arrival. Choose Island Echos - Fort Walton Beach for your next vacation and enjoy a relaxing and comfortable stay.

Omni Amelia Island Resort is a luxurious lodging destination located at 39 Beach Lagoon Road in Fernandina Beach, Florida, United States. Nestled on the beautiful Amelia Island, this resort offers a stunning oceanfront setting with pristine beaches and lush landscapes. Guests can enjoy world-class amenities including multiple swimming pools, a championship golf course, a full-service spa, and a variety of dining options. The resort also features elegant accommodations with modern amenities and breathtaking views. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, Omni Amelia Island Resort is the perfect destination for a memorable stay.

Siestakey-Rental Private Charter Boat Cruise offers a unique and personalized experience as you explore the stunning waters of Siesta Key and Little Sarasota Bay. Our private charters are conducted on a comfortable Hurricaine 188 Deck Boat, complete with ample seating and optional shade. Captain Matt and his wife Diana, both US Coast Guard certified, will ensure a safe and enjoyable journey. Conveniently located near the north bridge of Siesta Key, our private charters offer complimentary public parking for easy access. With a wealth of positive reviews from previous guests, you can trust in our exceptional hospitality and local expertise. As a special touch, we provide photographs from your cruise as a memorable keepsake. Experience the beauty of Siesta Key and Sarasota with Siestakey-Rental Private Charter Boat Cruise.

The Gulf on Okaloosa Island is a unique institution located in Fort Walton Beach, Florida. This establishment stands out with its trademark design elements of shipping containers, reclaimed materials, and a chic yet casual ambiance. The focus on local ingredients ensures that each dish on the seasonal menu is fresh and flavorful. The bar and music selection are carefully curated to enhance the overall experience, while the friendly staff creates a welcoming atmosphere for every visitor. Whether you're looking for a bayfront hideaway for a gathering with friends or a romantic evening with a loved one, The Gulf on Okaloosa Island is the perfect destination. With a rotating menu that changes with the seasons, you can always expect to enjoy the freshest meals in the area. Visit The Gulf on Okaloosa Island for a memorable dining experience that combines great food, music, and hospitality.

Pine Island Sailing is a premier travel agency located at 12699 Tiffany Road in Bokeelia, Florida. Specializing in sailing adventures, they offer a wide range of services including sailing charters, sailing lessons, and boat rentals. With a team of experienced sailors and instructors, Pine Island Sailing is dedicated to providing unforgettable experiences on the water. Whether you are a novice looking to learn the ropes or an experienced sailor seeking a new adventure, Pine Island Sailing has something for everyone. Come sail away with Pine Island Sailing and discover the beauty of the Florida coast like never before.

The Island Resort at Fort Walton Beach is a luxurious lodging destination located at 1500 Miracle Strip Parkway Southeast in Fort Walton Beach, Florida. This stunning resort offers guests a relaxing and memorable vacation experience with its beautiful beachfront location and top-notch amenities. From spacious rooms and suites to a sparkling pool and on-site dining options, The Island Resort provides everything you need for a perfect getaway. Whether you're looking to soak up the sun on the white sandy beaches or explore the nearby attractions, this resort is the ideal choice for your next vacation in the United States.

Black's Island is a luxurious lodging institution located at 2049 Florida 30A, Port St. Joe, Florida, United States. Situated in the heart of St. Joseph Bay, this private island getaway is perfect for anglers and outdoor enthusiasts seeking seclusion and natural beauty. Accessible only by boat, seaplane, or helicopter, guests can enjoy the pristine waters and serene surroundings of this exclusive retreat. With accommodations in private vacation homes, a clubhouse, cabana, pool, sundecks, and various water activities available, Black's Island is the ideal destination for families, friends, corporate retreats, and more. Guests can also explore the mainland with a short trip to the historic village for shopping, dining, and entertainment.

Portofino Island Resort is a luxurious waterfront retreat located at 10 Portofino Drive in Pensacola Beach, Florida. This stunning resort offers a range of accommodations including condos and villas, perfect for a relaxing getaway or a family vacation. As a real estate agency, Portofino Island Resort also offers the opportunity to own a piece of paradise with their selection of properties for sale. With a travel agency on site, guests can easily plan excursions and explore all that the beautiful Gulf Coast has to offer. From pristine beaches to top-notch amenities, Portofino Island Resort is the ultimate destination for those seeking a luxurious and unforgettable experience.

Island House Apartment Motel is a charming lodging located at 205 Casey Key Road in Nokomis, Florida, United States. Situated on a beautiful island, this motel offers cozy and comfortable accommodations for guests looking to relax and unwind. The property features well-appointed apartments and motel rooms, each equipped with modern amenities and stunning views of the surrounding area. Guests can enjoy the tranquil atmosphere, take a dip in the outdoor pool, or explore the nearby beaches and attractions. Whether you are on a family vacation or a romantic getaway, Island House Apartment Motel provides a peaceful retreat for all travelers.

Banyan House Vacation Rentals is a charming Mediterranean-style lodging located at 519 Harbor Drive South in Venice, Florida. Step back in time and experience the old-world charm of one of Venice Island’s most historic homes. Guests can immerse themselves in peace and tranquility while enjoying the tropical gardens, Koi Pond, and majestic Banyan tree on the property. The award-winning vacation destination offers a range of amenities including a pool, hot tub, onsite gym, billiards and games room, elegant common areas, and comfortable accommodations. The institution is ideally located just a few blocks from historic downtown Venice, with its unique shops, restaurants, art galleries, theaters, parks, and beaches.

Holly's Hideout by Florida Keys Luxury Rentals is a charming lodging located at 180 Plantation Drive in Tavernier, Florida. This cozy retreat offers a peaceful and relaxing getaway in the beautiful Florida Keys. With luxurious amenities and personalized service, guests can unwind and recharge in this serene oasis. Whether you're looking for a romantic escape or a family vacation, Holly's Hideout is the perfect destination for your next trip to the Sunshine State.

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.

Islander Bayside Villas is a charming lodging institution situated at 81450 Overseas Highway in the picturesque town of Islamorada, Florida. Nestled along the beautiful bayside, this tranquil retreat offers guests a peaceful and relaxing atmosphere with stunning views of the water. The villas are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for visitors. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Islander Bayside Villas provides the perfect escape in the heart of the Florida Keys.

Emerald Isle - Condo Rentals by Premier Island Management Group is a premier lodging destination located in Pensacola Beach, Florida. As a leading real estate and travel agency, we offer luxurious condo rentals for visitors looking to experience the beauty of the Emerald Coast. Our properties are located at 22 Via De Luna Drive, providing convenient access to the beach and nearby attractions. With top-notch amenities and exceptional customer service, Emerald Isle is the perfect choice for your next vacation getaway. Book with us today and experience the ultimate beachfront retreat in Pensacola Beach.

Islander Beach Resort Unit 3009 is a charming lodging option located at 790 Santa Rosa Boulevard in Fort Walton Beach, Florida, United States. This cozy resort unit offers a comfortable and relaxing stay for guests looking to enjoy the beautiful beaches of the Florida Gulf Coast. With its convenient location and well-appointed accommodations, Islander Beach Resort Unit 3009 is the perfect choice for those seeking a beach getaway in Fort Walton Beach.

Island Houseboat is a unique lodging option located at 1201 Miracle Strip Parkway Southeast in Fort Walton Beach, Florida. This floating accommodation offers guests a one-of-a-kind experience, with stunning views of the water and easy access to the beach. The houseboat provides a cozy and comfortable stay, with all the amenities needed for a relaxing getaway. Whether you're looking for a romantic escape or a fun family vacation, Island Houseboat is the perfect choice for those seeking a memorable stay in a beautiful waterfront setting.

Islander #615 - Dolphin View I is a luxurious lodging institution located at 502 Gulf Shore Drive in Destin, Florida, United States. Situated on the beautiful Gulf of Mexico, this institution offers stunning views of the emerald green waters and white sandy beaches that Destin is famous for. Known as the "World's Luckiest Fishing Village," Destin is a popular vacation destination with plenty of activities to offer. From parasailing and watersports to dolphin cruises and theme parks, there is something for everyone to enjoy in Destin. At Islander #615 - Dolphin View I, guests can discover the perfect vacation with ease. With a wide variety of vacation rentals and condos available, visitors can find the ideal accommodation for their stay. The institution also provides information on the best restaurants in the area, as well as booking options for various adventures and activities to make the most of their visit to Destin.