TOP 30 Island vacation rentals in Destin, Florida

621 results found

Welcome to Budget Car Rental in Clearwater, Florida, conveniently located at 14700 Terminal Boulevard. Whether you're visiting for business or leisure, we offer a wide range of reliable vehicles to suit your needs, from intermediate to full-size four-door cars. Enjoy our special offer of one free day on the daily time and mileage charges for rentals of three days or more. Please note that taxes, concession recovery fees, and other charges may apply. This offer is valid for rentals within the contiguous U.S. (excluding the New York Metro area) and is subject to vehicle availability. For added convenience, our rental counter is located within the terminal, just a short walk from the car lot, making it easy for you to pick up your vehicle upon arrival at St. Petersburg–Clearwater Airport. We also offer a free pick-up service for off-airport locations, though restrictions may apply.

Welcome to Avis Car Rental in Fort Myers, Florida, conveniently located at 4125 Cleveland Avenue. Our prime location near the Edison Mall Sears Auto Center and off US Highway 41 makes us the perfect choice for your car rental needs in central Fort Myers. Whether you're planning a family adventure to Sun Splash Family Waterpark, a fishing trip at Lakes Park, or a shopping spree at the Edison Mall, we have a wide range of vehicles to suit your travel plans. Take advantage of our special offer: enjoy one day free of daily time and mileage charges on an intermediate to full-size four-door car when you book a minimum three-day rental. Please note that taxes, concession recovery fees, and other charges are extra, and certain terms and conditions apply. This offer is valid at Avis locations across the contiguous U.S., excluding the New York Metro area, and requires an advance reservation.

Welcome to Treasure Island Beach Parking & Access, your convenient gateway to the sun-kissed shores of Treasure Island, Florida. Located at 10400 Gulf Boulevard, our facility offers ample parking options just steps away from the pristine beaches, ensuring a hassle-free start to your day of fun and relaxation by the sea. Whether you're planning a family beach day, a romantic sunset stroll, or a solo escape into nature, our parking facility provides easy access to one of Florida's most beautiful coastal destinations. Our location is perfect for beachgoers looking to enjoy the sparkling waters of the Gulf of Mexico, indulge in local dining, or explore nearby attractions.

Welcome to Pine Island Cove, a hidden gem nestled on Pine Island near Flamingo Bay in Saint James City, Florida. Located at 7290 Ladyfish Drive, our charming lodging and RV park offers a serene escape into Old Florida's nature. Surrounded by the abundant wildlife, including majestic eagles and ospreys, Pine Island Cove is the perfect destination for nature enthusiasts and those seeking tranquility. Renowned for some of the best fishing spots in the world, our over-55 community attracts visitors from across the country and beyond, many of whom have come to affectionately call it "The Cove" or simply "Home." Whether you’re looking to relax or explore, Pine Island Cove provides a welcoming atmosphere where you can unwind and connect with the natural beauty of Florida. Come experience the charm and tranquility of Pine Island Cove, where every stay feels like coming home.

Welcome to JW Marriott Marco Island Beach Resort, your premier destination for luxury and relaxation in the heart of Marco Island, Florida. Located at 400 South Collier Boulevard, our resort offers an unparalleled experience along three miles of pristine, private beaches on the stunning Gulf of Mexico. Immerse yourself in sophisticated elegance as you enjoy a wide array of amenities designed to make your stay exceptional. Whether you are here for a business retreat, a family vacation, or a romantic getaway, our resort caters to your every need. Indulge in global cuisine at any of our 12 dining venues, test your skills on one of two championship golf courses, or rejuvenate at our exquisite spa with luxurious treatments and massages.

Welcome to South Beach, Marco Island, your premier destination for relaxation and enjoyment in the heart of Florida's Paradise Coast. Conveniently located at 671 County Road 951, Marco Island, Florida, our establishment offers a unique blend of natural beauty and modern amenities, ensuring a memorable experience for all our visitors. At South Beach, Marco Island, you'll find pristine sandy shores, crystal-clear waters, and breathtaking sunsets, making it the perfect spot for beachgoers and nature lovers alike. Whether you're looking to unwind under the sun, take a refreshing swim, or enjoy a leisurely stroll along the coastline, our beach provides an idyllic setting for all your seaside adventures.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Clearwater Beach PaddleBoard & Rental, your ultimate destination for all your beach adventure needs in Clearwater, Florida! Conveniently located at 439 Poinsettia Avenue, just next to the Clearwater Beach Visitor Center, we offer a wide range of rentals and gear to enhance your coastal experience. Whether you're looking to explore the stunning waters on a paddleboard, kayak through the serene harbor, or simply cruise along the beachfront on a bicycle, we have everything you need. Our extensive rental inventory includes paddleboards, kayaks, bikes, fishing poles, beach chairs, umbrellas, and much more. We even offer electric bicycles for those looking to add a bit of excitement to their ride.

Welcome to Clearwater Beach Scooter and Bike Rentals, your go-to destination for fun and convenient transportation in beautiful Clearwater Beach, Florida! Located at 619 South Gulfview Boulevard, behind Shephard’s Beach Resort, we offer a fantastic selection of rental options to suit your beachside adventures. Choose from our new Kymco scooters, 3-Speed Beach Cruiser bikes, or stylish golf carts equipped with Bluetooth audio and LED lights. Our quick and easy rental process ensures you spend more time enjoying the sights and sounds of Clearwater Beach. Whether you're cruising along the coast on a scooter, exploring town on a bike, or making a statement with one of our golf carts, we have flexible rental options available by the hour, day, or week.

Welcome to Billy's Rentals, your premier destination for unforgettable adventures on Sanibel Island! Conveniently located at 1470 Periwinkle Way, Sanibel, Florida, Billy's Rentals has been serving locals and tourists alike with top-quality rental services and exceptional customer care. Explore the beautiful island with our wide range of bicycles, including tandem and children's bikes, perfect for family outings or solo adventures. For those looking to hit the water, we offer a variety of beach equipment and water sports rentals, such as paddleboards, kayaks, and beach chairs, ensuring you have everything you need for a day of fun in the sun.

Welcome to Pine Island Partners LLC, your serene getaway nestled in the heart of Saint James City, Florida. Located in the picturesque setting of Pine Island, our park offers a tranquil escape from the hustle and bustle of everyday life. Whether you're a local resident or a visitor exploring the beautiful sunshine state, Pine Island Partners LLC provides the perfect backdrop for relaxation and recreation. Our park is designed to cater to nature lovers and outdoor enthusiasts, offering a variety of amenities and activities for all ages. Stroll through our lush landscapes, enjoy a peaceful picnic, or engage in bird watching as you immerse yourself in the natural beauty of Florida's unique ecosystem. With well-maintained walking trails and open spaces, Pine Island Partners LLC is ideal for families, friends, and solo adventurers seeking a peaceful retreat.

Welcome to Island Beach Houses, your premier destination for exquisite beachfront living and unforgettable travel experiences in Indian Rocks Beach, Florida. Nestled at 1101 Gulf Boulevard, our dual-service agency specializes in offering stunning real estate opportunities and personalized travel services tailored to your coastal lifestyle dreams. As a leading real estate agency, Island Beach Houses is dedicated to helping you find your perfect slice of paradise along the pristine shores of Indian Rocks Beach. Whether you're looking to purchase a luxurious beachfront property, invest in a vacation rental, or explore long-term leasing options, our team of experienced real estate professionals is here to guide you every step of the way.

Welcome to Fort Myers Beach Vacations/Sunny Daze, your premier destination for unforgettable getaways and real estate opportunities on the stunning shores of Fort Myers Beach, Florida. Located at 612 Estero Boulevard, our dedicated team is committed to helping you discover the perfect vacation rental or property investment in this tropical paradise. As both a real estate and travel agency, we offer a unique blend of services to meet all your needs. Whether you're seeking a relaxing beachfront retreat, an adventurous island excursion, or a lucrative real estate investment, we provide personalized assistance and expert advice to turn your vision into reality.

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.

Welcome to Macaluso's Marco Rentals, your premier destination for exceptional real estate and travel services on beautiful Marco Island, Florida. Conveniently located at 438 Kendall Drive, Marco Island, FL 34145, our dedicated team is committed to helping you discover the perfect property or plan an unforgettable vacation in paradise. As a trusted real estate agency, Macaluso's Marco Rentals specializes in offering a wide range of properties, from luxurious waterfront homes to charming condos, catering to both buyers and renters. Our experienced agents provide personalized service to ensure you find a property that perfectly suits your lifestyle and investment goals.

Welcome to your tropical getaway at Marco Island Lodging, nestled in the heart of beautiful Marco Island, Florida. Conveniently located at 600 South Collier Boulevard, our premier lodging establishment offers a serene escape just steps away from the pristine beaches and sparkling waters of the Gulf of Mexico. At Marco Island Lodging, we pride ourselves on providing exceptional comfort and hospitality. Our well-appointed accommodations are designed to cater to your every need, whether you're here for a family vacation, a romantic retreat, or a solo adventure. Each room is equipped with modern amenities, ensuring a relaxing and enjoyable stay.

Welcome to Amelia Island Quiet Home Escape, your premier destination for serene living and unforgettable getaways in the heart of Fernandina Beach, Florida. Nestled at 1317 North Snapper Lane, our unique establishment serves as both a real estate and travel agency, dedicated to helping you find the perfect home or vacation rental on the picturesque Amelia Island. At Amelia Island Quiet Home Escape, we specialize in offering a curated selection of properties that embody the tranquility and charm of coastal living. Whether you're looking to purchase your dream home or seeking a peaceful retreat for your next vacation, our expert team is here to guide you every step of the way.

Welcome to Amelia Island Paddle Surf Company, your premier destination for paddleboarding adventures in the heart of Fernandina Beach, Florida. Located at 1630 Scott Road, we are dedicated to providing unforgettable experiences on the pristine waters of Amelia Island. Founded by Bobby Greene, an avid waterman with a deep passion for the outdoors, our company offers a variety of paddleboarding activities, lessons, and tours tailored to both beginners and seasoned paddlers. Bobby, alongside his sister Kristie, leads our team of certified guides. With years of experience navigating waters across the globe, Kristie brings her expertise and love for the ocean to every tour. Whether you’re looking to explore the serene backwaters, catch waves in the open ocean, or embark on an eco-tour to discover local wildlife, we have something for everyone.

Welcome to The Paradise Team Amelia Island, your premier destination for real estate services in the enchanting region of Fernandina Beach, Florida. Conveniently located at 960185 Gateway Boulevard, our dedicated team of local experts is committed to helping you find your dream home or investment property on beautiful Amelia Island. With a deep understanding of the local market and a passion for this charming coastal community, we offer personalized services tailored to meet your unique needs. Whether you're buying, selling, or exploring real estate opportunities, The Paradise Team is here to guide you every step of the way. Experience the beauty and tranquility of Amelia Island with a team that truly cares. Visit us today and let us help you turn your paradise dreams into reality.

Welcome to The Kiernan Getaway on Amelia Island, your premier destination for unforgettable lodging and travel experiences in the heart of Fernandina Beach, Florida. Located at 2328 Sadler Road, our charming establishment offers a perfect blend of comfort, convenience, and personalized service, making it an ideal choice for both leisure and business travelers. As a versatile business, we specialize in providing exceptional lodging accommodations that cater to a variety of preferences and needs. Whether you're seeking a cozy retreat for a romantic getaway, a spacious suite for a family vacation, or a luxurious space for a corporate retreat, The Kiernan Getaway has something to offer everyone.

Green Reef 5 is a real estate and travel agency located at 3650 Scenic Highway 98 in Destin, Florida, United States. This institution offers a variety of vacation rentals without service fees, ranging from oceanfront condos to secluded cabins with stunning mountain views. Whether you're looking for a beachfront villa or a private retreat near the North Georgia mountains, Green Reef 5 has something for everyone. In addition to their wide selection of vacation rentals, Green Reef 5 is also a part of the Houfy community, the largest vacation rentals direct booking platform in the world. With over 60,000 properties to choose from, guests can easily search for and book their next vacation rental without any booking or service fees. Hosts can also list their properties on Houfy, giving them the freedom to set their own rules and manage bookings from start to finish.

Hook'D Excursions is a travel agency located at 960 U.S. 98 in Destin, Florida, United States. Our specialty is providing pontoon rentals for a day or even just a few hours at the popular Crab Island hangout spot in Destin. To ensure a stress-free experience, our pontoon rentals come with a Certified Licensed Captain who will take care of all your needs while aboard. In addition to the pontoon rental, we also provide paddle boards, a floating water pad, and a variety of floats for your enjoyment. Our goal at Hook’D Excursions is to make sure you have a memorable experience while exploring Crab Island and the beautiful sights of Destin. Whether you want to relax and float, watch the sunset, enjoy fireworks on the Destin Harbor, or simply cruise around for sightseeing, we have a variety of options available on our 22Ft Bennington Pontoon to meet all your vacation needs and desires. Book with us today for an unforgettable experience on the water!

DestinOnTheWater.com is a premier real estate and travel agency located in the beautiful coastal city of Destin, Florida. Our team of experienced agents specializes in waterfront properties, offering clients the opportunity to live a life of luxury by the water. Whether you're looking to buy or rent a vacation home, we have a wide range of options to suit your needs. With our extensive knowledge of the local area and dedication to customer satisfaction, we are committed to helping you find the perfect property to call home. Visit us at 512 Osceola Drive or browse our website to start your journey to living on the water in Destin.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

The Landshark Forgotten Coast is a charming beachside restaurant located at 8134 West Highway 98 in Port St. Joe, Florida. This hidden gem offers a relaxed and laid-back atmosphere, perfect for enjoying delicious food with friends and family. With a menu featuring fresh seafood, juicy burgers, and refreshing cocktails, The Landshark is sure to satisfy your cravings for a taste of the coast. Come and experience the flavors of the Forgotten Coast at this cozy eatery in the heart of Florida's Gulf Coast.

Mykonos is a charming Greek restaurant located at 628 Dodecanese Boulevard in Tarpon Springs, Florida. Known for its authentic Mediterranean cuisine and warm hospitality, Mykonos offers a delightful dining experience that transports guests to the beautiful island of Mykonos in Greece. From traditional dishes like souvlaki and moussaka to fresh seafood and homemade desserts, every meal at Mykonos is a culinary journey through the flavors of Greece. The inviting atmosphere, friendly staff, and stunning waterfront views make Mykonos a must-visit destination for food lovers and travelers alike. Come and experience a taste of Greece at Mykonos in Tarpon Springs.

Cabbage Key Inn and Restaurant is a hidden gem located in Pineland, Florida, United States. Nestled among one hundred acres of tropical vegetation, our historic restaurant, inn, and rental cottages offer a serene retreat away from the hustle and bustle of city life. Situated atop a thirty-eight foot Indian shell mound, our open-air restaurant boasts a panoramic view of Pine Island Sound, providing a picturesque backdrop for a memorable dining experience. At Cabbage Key, guests can immerse themselves in nature by exploring winding nature trails, relaxing on deserted beaches, or enjoying activities such as fishing, boating, and shelling. Our secluded island getaway exudes old Florida charm and hospitality, offering a peaceful atmosphere free from commercialization. Whether you're seeking a romantic escape or a quiet retreat, Cabbage Key is the perfect destination for relaxation and tranquility.

The Shack of Sanibel is a charming establishment located at 1219 Periwinkle Way in Sanibel, Florida. This unique institution offers a delightful combination of food, restaurant, and store all in one place. Visitors can enjoy a diverse menu of delicious dishes, ranging from fresh seafood to savory sandwiches. The cozy atmosphere, friendly staff, and picturesque surroundings make The Shack of Sanibel a must-visit destination for locals and tourists alike. Whether you're looking for a quick bite to eat, a place to relax and unwind, or some souvenirs to take home, The Shack of Sanibel has something for everyone. Come experience the warm hospitality and delectable offerings at this hidden gem on the island of Sanibel.

Located at 53 Beach Lagoon Road in Fernandina Beach, Florida, Oceanside is a unique institution offering a combination of a bar, restaurant, and food options. Guests can enjoy stunning views of the ocean in a casual, beach-friendly atmosphere while indulging in authentic local seafood dishes. Oceanside is also a part of the Select Guest loyalty program, where guests can redeem free nights and enjoy exclusive benefits such as discounts and special offers. The institution has been recognized as one of the top golf resorts in the world by Conde Nast Traveler, making it a must-visit destination for golf enthusiasts.

Blue Iguana Charters is a premier travel agency located at 400 Ocean Drive in Key Largo, Florida. Specializing in charter boat services, Blue Iguana Charters offers unforgettable experiences on the crystal-clear waters of the Florida Keys. Whether you're looking to snorkel, fish, or simply relax and enjoy the stunning views, our expert crew will ensure a safe and enjoyable trip. With top-of-the-line equipment and knowledgeable guides, Blue Iguana Charters is the perfect choice for your next aquatic adventure. Come visit us and see why we are the go-to destination for all your charter boat needs.