TOP 30 Island getaway vacations 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.

Stay Better Vacations is a real estate and travel agency located at 2477 Sadler Road in Fernandina Beach, Florida. We specialize in helping guests plan their trips to Amelia Island, Florida and St. Marys, Georgia. Our team lives and works in the area, and we are passionate about providing excellent communication and customer service. In addition to our vacation rental properties, we now offer grocery shopping services for our guests. With 95 properties to choose from, we are dedicated to helping you have the best vacation experience possible. Contact us today to start planning your next getaway!

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.

The Ritz-Carlton, Amelia Island is a luxurious lodging institution located at 4750 Amelia Island Parkway in Florida, United States. This elegant resort offers stunning ocean views, world-class amenities, and impeccable service to ensure a truly unforgettable stay. Guests can indulge in gourmet dining, relax at the spa, or enjoy outdoor activities such as golf, tennis, and water sports. With its pristine beaches and lush surroundings, The Ritz-Carlton, Amelia Island is the perfect destination for a relaxing getaway or special event.

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.

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

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.

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.

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.

Located at 14521 Front Beach Road in Panama City Beach, Florida, Runaway Island is a unique restaurant that has been in the making for over 20 years by locals who know fresh seafood and the beauty of Panama City Beach. The restaurant features two levels of indoor dining space, but the real highlight is the outdoor deck with a boardwalk that leads directly to the white sandy beach. Guests can enjoy local seafood specialties, live entertainment, and frosty drinks with a breathtaking view of the "World's Most Beautiful Beaches." The restaurant offers a variety of specials, such as the Chef's Special of Blackened Triple Tail with Fried Popcorn Shrimp and New Orleans BBQ Sauce, or the Apricot Glazed Salmon served with Jasmine Rice and Sautéed Asparagus. Additionally, Runaway Island hosts events like the Easter-at-the-Island Brunch Buffet, complete with a Beach Easter Egg Hunt and $5 mimosas during brunch.

Island Outpost is a charming establishment located at 14231 West Ozello Trail in Crystal River, Florida. This unique institution offers a variety of services including a bar, restaurant, gas station, and food options. Whether you're looking for a delicious meal, a refreshing drink, or a pit stop for fuel, Island Outpost has you covered. The laid-back atmosphere and friendly staff make it a perfect spot to relax and recharge while exploring the beautiful surroundings of Crystal River. Visit Island Outpost for a true taste of Florida hospitality.

Kona Island is a charming food institution located at 1600 Seven Seas Drive in Orlando, Florida, United States. This delightful restaurant offers a variety of delicious dishes that will transport you to the beautiful shores of Hawaii. From fresh seafood to tropical cocktails, Kona Island provides a unique dining experience that is sure to satisfy your cravings for island flavors. Come and enjoy the laid-back atmosphere and friendly service at Kona Island today!

Island Ocean Star is a popular food establishment located at 902 South Bay Boulevard in Anna Maria, Florida, United States. Specializing in Japanese cuisine, Island Ocean Star offers a wide variety of delicious dishes that have been expertly crafted to provide a delightful culinary experience. Whether you're in the mood for sushi, sashimi, or stir-fried noodles, Island Ocean Star has something for everyone. With a seamless ordering process through Beyond Menu, you can easily enjoy your favorite meals through pickup or delivery. Visit Island Ocean Star today and treat yourself to a taste of Japan right here in Anna Maria.

JolliMons Island is a charming restaurant located at 301 South Belcher Road in Clearwater, Florida. This tropical-themed eatery offers a delightful dining experience inspired by the flavors of the Caribbean. Guests can enjoy a variety of delicious dishes, from fresh seafood to flavorful jerk chicken, all served in a relaxed island atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, JolliMons Island is the perfect destination to satisfy your cravings for tropical cuisine. Come and escape to a culinary paradise at this unique restaurant in the heart of Clearwater.

Island Time is a vibrant and lively bar, food, and restaurant located at 937 East Gulf Drive in Sanibel, Florida. With its laid-back island atmosphere and delicious menu offerings, it is the perfect place to unwind and enjoy a taste of tropical paradise. Whether you're looking for a refreshing cocktail, a satisfying meal, or just a relaxing spot to soak up the sun, Island Time has something for everyone. Come experience the true essence of island living at this must-visit establishment in the heart of Sanibel.

Located at 15951 Captiva Drive in Captiva, Florida, 'Tween Waters Island Resort & Spa is the official beach resort of Captiva Island. This legendary resort offers a unique combination of historic charm, luxury amenities, relaxation, and adventure, making it the perfect vacation destination. Choose from charming seaside cottages that have welcomed world-renowned guests, and explore nature's wonders via kayak, paddleboard, or private boat. Relax on the beach or by the pool in cabanas and loungers, or dine at one of the five distinctive restaurants, bars, or grab-and-go outlets on the property.

Island House is a popular bar, cafe, and restaurant located at 3801 Bonita Beach Road Southwest in Bonita Springs, Florida. Known for its delicious food and great atmosphere, Island House offers a variety of menu options including roasted prime rib, pizza, hot dogs, and cocktails. The institution also hosts live music events on the patio on select nights, featuring talented bands like TIDE UP BAND, LIMITED EDITION BAND, and more. In addition to the entertainment, Island House also offers trivia nights, sports packages, and welcomes private events. Customers rave about the excellent service, friendly staff, and tasty food, making Island House a must-visit spot in Bonita Springs. Whether you're looking for a fun night out with live music or a relaxing meal with friends, Island House has something for everyone.

Island Tings is a vibrant and lively restaurant located at 12318 Miramar Parkway in Miramar, Florida. This establishment specializes in serving up delicious Caribbean cuisine, offering a taste of the islands right in the heart of Florida. With a menu filled with flavorful dishes and refreshing tropical drinks, Island Tings is the perfect spot to enjoy a taste of paradise. Whether you're craving jerk chicken, curry goat, or a refreshing coconut cocktail, Island Tings has something for everyone. Come experience the flavors of the Caribbean at Island Tings today!

Islander Bar and Grill is a vibrant and tropical-themed restaurant located in Miami, Florida. Situated in the heart of the city, this establishment offers a unique dining experience with a menu featuring a fusion of Caribbean, American, and Latin cuisine. Guests can enjoy delicious dishes such as jerk chicken, seafood paella, and plantain chips while sipping on refreshing cocktails like mojitos and piña coladas. The lively atmosphere, friendly staff, and beachy decor make Islander Bar and Grill the perfect spot to unwind and indulge in a taste of the islands. Come visit us for a tropical escape right in the heart of Miami!

Kay's Island Grill is a tropical oasis located in Miami Gardens, Florida. Our restaurant offers a taste of the Caribbean with a menu full of flavorful dishes inspired by the islands. From jerk chicken to seafood platters, our chefs craft each dish with care and authenticity. Come relax in our island-inspired atmosphere and enjoy a delicious meal that will transport you to a beachside paradise. Join us at 18587 Northwest 27th Avenue for a culinary journey you won't forget.

JW Marriott Marco Island Beach Resort is a luxurious lodging destination situated at 400 South Collier Boulevard in the picturesque Marco Island, Florida. This stunning resort offers unparalleled accommodations, world-class amenities, and breathtaking views of the Gulf of Mexico. Guests can indulge in exquisite dining options, relax at the spa, or enjoy a round of golf at the nearby courses. Whether you're seeking a romantic getaway, a family vacation, or a corporate retreat, JW Marriott Marco Island Beach Resort promises an unforgettable experience in a tropical paradise.

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.

Driftwood Inn is a pet-friendly vacation rental located at 711 Donax Street in the beautiful Sanibel Island, Florida. Our cozy and charming lodging provides a comfortable and welcoming atmosphere for both you and your furry friends. With easy access to the beach and nearby attractions, Driftwood Inn is the perfect destination for a relaxing getaway with your pets. Enjoy the serene surroundings and top-notch amenities during your stay at our pet-friendly vacation rental.