TOP 30 Private island rentals in Florida

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.

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.

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.

Island Music School, located at 88975 Overseas Highway in Tavernier, Florida, is not just a place for music lessons - it's a place to ignite a lifelong passion for music. Our programs are designed to be fun, engaging, and offer benefits that go beyond traditional music education. We believe that everyone can benefit from learning to play an instrument and having music in their life. At Island Music School, we aim to unlock your inner musician by tapping into your music potential and natural ability. Our programs help students build confidence, create connections, and foster a love for music. Students will want to practice at home without prompting, contributing to their band and becoming part of a collaborative musical community.

Island Ventures is a premier institution located at 13 Seagate Boulevard in Key Largo, Florida, United States. Specializing in SCUBA and snorkel tours, we offer the finest personal experiences on the Key Largo reef. Our knowledgeable crews will guide you 6 miles offshore to explore vibrant coral reefs and encounter marine life up close. Our commitment to top-tier customer service ensures that your journey is not only memorable but also enriched with information and care. Embark on an underwater adventure with our SCUBA tours, where expert guides will take you to the best and safest parts of the reef. Alternatively, dive into crystal-clear waters with our Key Largo Snorkel Tours, where you can experience the breathtaking beauty of coral reefs and colorful marine life.

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 Pine Island Community Pool, located at 5675 Sesame Drive in Bokeelia, Florida, is a beloved aquatic facility that has been serving the community since 1973. This 183,500-gallon pool features six lanes, a diving board, and depths ranging from 3 feet 6 inches to 11 feet. In addition to offering swimming lessons, Aqua Aerobic classes, and programs by The Arthritis Foundation, the pool also provides ADA accommodations for all visitors. In 1986, heaters were installed to warm the water during the winter months, making Pine Island Community Pool the first in Lee County to offer such a feature. The facility's lifeguard staff are certified through the StarFish Aquatic Institute, and the learn-to-swim instructors are certified through the American Red Cross Water Safety Instructor Program.

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.

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.

The Boat House Motel on Marco Island is a charming waterfront accommodation located at 1180 Edington Place in Marco Island, Florida. With 20 guest rooms, three condo units, and one rental home, guests can enjoy a comfortable stay with modern amenities. The motel offers a waterfront pool, boat docks, and common areas for guests to relax and unwind. Situated on the banks of Collier Creek, visitors can experience Old Florida charm while still being close to the shops and restaurants of historic Old Marco. With on-site fishing opportunities and stunning sunsets, The Boat House Motel provides guests with a unique and memorable experience on Marco Island. Experience personalized and friendly service from the owners and staff at The Boat House Motel for a truly unforgettable vacation.

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.

Island Bay Resort is a tropical oasis located at 92530 Overseas Highway in Tavernier, Florida, United States. Our beachfront location on the Florida Bay offers stunning sunsets and a relaxing atmosphere surrounded by palm trees and flowering plants. Whether you're looking to unwind and escape everyday stress or seeking adventure in the Florida Keys, our resort has something for everyone. Centrally located between Key Largo and Islamorada, just two hours from Key West or the Miami/Ft. Lauderdale area, Island Bay Resort is the perfect destination for your next vacation. Enjoy our tiki huts, hammocks, swimming, snorkeling, boating, and sunbathing on our private beach.

Welcome to the NEW 5 Bedroom Windsor Island Resort located at 1336 Lava Tree Drive in Davenport, Florida, United States. This luxurious lodging option offers spacious and stylish accommodations perfect for families or large groups visiting the Orlando area. The resort features modern amenities, including a private pool, fully equipped kitchen, and access to the nearby attractions of Walt Disney World and Universal Studios. Enjoy a comfortable and convenient stay at the NEW 5 Bedroom Windsor Island Resort for your next vacation in sunny Florida.

Island's End Resort is a beachfront, cottage-style hotel located at 1 Pass a Grille Way in St. Pete Beach, Florida. Situated at the southernmost tip of historic Pass-A-Grille, this oasis offers a tranquil escape surrounded by the crystal blue waters of the Gulf of Mexico and the Intercoastal Waterway. Guests can relax and unwind at this private hideaway, where they can stroll out to the fishing dock and watch dolphins swim by, hunt for shells on the private beach, or take a short walk to the 5-mile long public beach for a leisurely swim. The resort offers unobstructed views of the emerald bay, allowing guests to experience stunning sunrises and sunsets.

Blue Waters Treasure Island is a lodging institution located at 8105 West Gulf Boulevard in Treasure Island, Florida. With 13 comfortable guest rooms, each featuring a full kitchen and seating area, guests can enjoy a relaxing beach vacation. The outdoor heated pool and picnic area are just steps away from beautiful Sunset Beach. Free self parking is available onsite for convenience. Whether you prefer lounging by the pool or soaking up the sun on the beach, Blue Waters Treasure Island offers a perfect retreat for a beach getaway. To book your stay, please call (727) 295-6076.

MI Happy Place Island Resort is a charming lodging located at 301 42nd Street, Holmes Beach, Florida, United States. Our resort offers a full size pool that is heated and chilled as needed to ensure a great vacation experience. Whether you are planning a family reunion, a romantic beach wedding, a corporate function, or just a fun getaway, our resort is the ideal setting for all occasions. The recently renovated and remodeled units at MI Happy Place Island Resort offer casual elegance and a beachy, fun decor that welcomes you to relax in style. Each unit comes with a full kitchen, luxurious bath linens, and incredibly comfortable beds. You can choose to spend your days lounging by the pool and having a barbecue, both of which are included with your stay.

White Sands Beach Resort on Anna Maria Island is a charming lodging option located at 6504 Gulf Drive in Holmes Beach, Florida. This beachfront resort offers guests a peaceful and relaxing retreat with stunning views of the Gulf of Mexico. With comfortable accommodations, a sparkling swimming pool, and easy access to the sandy shores, White Sands Beach Resort is the perfect destination for a beach getaway. Enjoy the laid-back atmosphere and warm hospitality of this beautiful resort on Anna Maria Island.

Escape to an island paradise at Palm Tree Villas, located at 207 66th Street in Holmes Beach, Florida. Our charming lodging institution offers a relaxing getaway surrounded by lush palm trees and just steps away from the beautiful beaches of Anna Maria Island. Enjoy spacious villas equipped with modern amenities, a private pool, and a serene tropical garden. Whether you're looking for a romantic retreat or a family vacation, Palm Tree Villas is the perfect destination for your island getaway.

The Beach House - Treasure Island is a luxurious waterfront lodging facility located at 12100 Gulf Boulevard in Treasure Island, Florida, United States. This institution offers stunning views of the Gulf of Mexico and provides guests with a comfortable and relaxing stay. In addition to its lodging services, The Beach House also serves as a real estate agency, helping individuals find their dream beachfront property. Furthermore, it operates as a travel agency, assisting guests with booking excursions and activities to make their stay in Treasure Island truly unforgettable. Whether you're looking for a place to stay, a property to buy, or activities to enjoy, The Beach House - Treasure Island has you covered.

Situated at 7600 Palm Island Drive in Placida, Florida, Palm Island Resort offers a unique lodging experience. From May to October, the private beach serves as a nesting ground for sea turtles, and guests are encouraged to help protect these creatures by keeping lights off and giving them space. The resort aims to create a sustainable environment while providing a luxurious and fulfilling experience for visitors. Visitors can enjoy the sensory harmony of the private beaches, where the five senses combine to create a profound sixth sense of fulfillment. The resort offers various transportation options, safety guidelines, and dining choices for guests to enjoy a relaxing and memorable stay. The gift shop provides souvenirs to commemorate the trip, and the Palm Concierge services can help enhance the island experience with activities and events.

Island House is a charming institution located at 2580 North Beach Road in Englewood, Florida. This unique establishment offers a variety of services including lodging, real estate, and travel assistance. Whether you are looking for a relaxing getaway, a new property investment, or help planning your next vacation, Island House has you covered. With a prime location in sunny Florida, Island House is the perfect destination for those seeking a memorable and enjoyable experience.

Palm Island Resort Adm is a luxurious lodging facility located at 7075 Placida Road in Englewood, Florida, United States. This resort offers a tranquil and scenic escape for guests looking to relax and unwind in a tropical paradise. With its stunning beachfront location, upscale accommodations, and top-notch amenities, Palm Island Resort Adm provides the perfect setting for a memorable vacation experience. Whether you're seeking a romantic getaway, a family vacation, or a peaceful retreat, this resort has everything you need for a truly unforgettable stay.