TOP 30 Island vacation rentals in Destin, Florida

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Vacation Rentals Lido Key is a premier real estate and travel agency located at 722 South Boulevard of the Presidents in Sarasota, Florida. Specializing in luxurious vacation rentals on Lido Key, this agency offers a wide range of stunning properties for travelers looking for the perfect beach getaway. From cozy condos to spacious beachfront homes, Vacation Rentals Lido Key has something for everyone. With top-notch customer service and a passion for providing unforgettable vacation experiences, this agency is your go-to destination for planning your next trip to Sarasota. Book your dream vacation rental with Vacation Rentals Lido Key and make memories that will last a lifetime.

Gypsy Wind Island Beach Home is a luxurious beachfront property located at 4611 Oro Pesos Lane in Captiva, Florida. This stunning vacation home offers breathtaking views of the Gulf of Mexico and is the perfect destination for those looking to relax and unwind in paradise. As a real estate and travel agency, we provide top-notch customer service and can help you find the perfect rental for your next beach getaway. With spacious accommodations, modern amenities, and a prime location just steps from the sand, Gypsy Wind Island Beach Home is the ultimate escape for your next vacation. Book your stay with us today and experience the beauty of Captiva Island in style.

Cottages to Castles of Sanibel & Captiva, Inc. is a boutique vacation rental agency located at 2427 Periwinkle Way in Sanibel, Florida, United States. Since 1997, we have been representing unique privately owned cottages, condominiums, homes, and estates on the Islands, providing personalized service to help our guests find their home away from home and create lasting memories. Our properties offer a range of amenities and are located in idyllic, scenic, and tranquil settings. Sanibel and Captiva Islands are paradise destinations without the need for a passport, offering sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater, and more. We understand the value of your vacation time and strive to exceed your expectations with our level of service and quality properties.

Barefoot Amelia Beach Rentals is a premier real estate and travel agency located at 2 Centre Street in Fernandina Beach, Florida, United States. Our team specializes in providing luxury beachfront rentals for visitors looking to experience the beauty and charm of Amelia Island. Whether you're searching for a cozy beach cottage or a spacious oceanfront villa, we have a wide selection of properties to choose from. Let us help you find the perfect vacation rental for your next getaway to paradise. Contact us today to start planning your dream beach vacation!

Perdido Key Office - Premier Island Management Group is a reputable real estate and travel agency located at 14112 Perdido Key Drive in Pensacola, Florida. Specializing in premier properties and vacation rentals in the beautiful Perdido Key area, this institution offers top-notch services to both buyers and sellers. With a team of experienced professionals and a strong reputation for excellence, Perdido Key Office - Premier Island Management Group is the go-to destination for all your real estate and travel needs in the United States.

EASY Vacation Services is a full-service Vacation Rentals Management Company located at 29 Miracle Strip Parkway Southwest in Fort Walton Beach, Florida. Specializing in Coastal Southern Hospitality, we service Okaloosa Island, Fort Walton Beach, and the Destin Area. Our goal is to make your vacation experience as easy and enjoyable as possible. With a variety of beach vacation rental homes to choose from, we offer something for everyone and every budget. Our top priority is maximizing revenue and protecting your vacation home, providing hands-on, high-touch, and personalized management services with round-the-clock availability for both owners and guests.

Sunset Resort Rentals in Fort Walton Beach, Florida offers premium beach vacation rentals in Destin, Fort Walton Beach, and Okaloosa Island. Each property is upgraded with modern furnishings, decor, and appliances, ensuring a comfortable stay with amazing Gulf Coast views. The professional staff ensures that each property is clean and functional upon arrival, with high cleanliness standards maintained at all times. Sunset Resort Rentals offers fast and friendly personal service, with a team ready to assist with any needs during your stay. From luxurious condos at Azure Resort to family-friendly units at Summer Place Resort, Sunset Resort Rentals offers a variety of accommodations to suit every traveler's needs. Whether you're seeking a relaxing beach vacation or exciting activities like deep sea fishing and parasailing, Sunset Resort Rentals provides the perfect home base for your Destin vacation. Enjoy the white sand beaches, family-friendly attractions, and delicious seafood restaurants that make Destin a top vacation destination in the Florida Panhandle. Book your stay with Sunset Resort Rentals and experience the best of the Emerald Coast.

Bella Riva by Sunset Resort Rentals is a luxurious real estate and travel agency located at 874 Venus Court in Fort Walton Beach, Florida, United States. This beachfront resort offers 4 bedroom beach condominium rentals with direct beach views on Okaloosa Island near Destin. The resort features high-end amenities such as granite countertops, stainless appliances, and private balconies with ocean views. Guests can enjoy the pure white sand beach and crystal clear waters of Okaloosa Island, named one of America's best vacation destinations. The gated community offers a secluded and upscale vacation experience with easy access to nearby markets, seafood restaurants, water parks, and live entertainment. Activities such as parasailing, snorkeling, deep sea fishing, golfing, and shopping are all within minutes of the resort. With spacious accommodations, a pool, hot tub, and beach service, Bella Riva Resort is the perfect destination for a family vacation or getaway. Book your stay at www.SunsetResortRentals.com or call (850) 665-7889 for more information.

Beach Vacation Getaways, LLC. is a premier institution located at 40 West Bay Shore Drive on Saint George Island in Florida. Specializing in vacation rentals and real estate sales on Florida's Forgotten Coast, our dedicated team is committed to using their expertise and local knowledge to help you find the perfect beach getaway or dream home. Whether you're looking for a St. George Island or Cape San Blas vacation rental, we have a wide selection of properties to choose from. From luxurious custom-built homes like Turtles Cove with stunning bay views to cozy cottages like Bayside Bliss with private fishing docks, we have something for everyone. We also offer property management services for those looking to invest in rental properties on the Forgotten Coast. For a personalized experience and expert advice, contact Andrew Ison, our experienced Broker at Beach Vacation Realty. Choose Beach Vacation Getaways, LLC. for an unforgettable beach vacation experience on Florida's beautiful coast.

EXP Realty, led by Broker Associate Jessica Barber, is a premier real estate institution located in the picturesque coastal towns of St. George Island, Apalachicola, and Carrabelle in Florida. Situated at 406 Southeast Avenue B in Carrabelle, this agency offers top-notch services for buying and selling properties in these charming seaside communities. With a focus on personalized attention and expert guidance, Jessica Barber and her team are dedicated to helping clients find their dream homes or investment properties in this beautiful region. Whether you are looking for a beachfront getaway or a waterfront retreat, EXP Realty is your go-to destination for all your real estate needs on the Gulf Coast.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

Dreamcatcher Island is a charming lodging establishment situated on the picturesque Homosassa River in Homosassa, Florida. This tranquil island retreat offers a unique and unforgettable experience for guests looking to escape the hustle and bustle of everyday life. Surrounded by lush greenery and pristine waters, Dreamcatcher Island provides a serene and peaceful atmosphere perfect for relaxation and rejuvenation. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, this hidden gem is the perfect destination. Come and experience the magic of Dreamcatcher Island for yourself.

Emerald Island Resort offers luxurious villa and townhouse rentals in the heart of Kissimmee, Florida. Situated on Emerald Island Boulevard, this stunning property is the perfect choice for travelers looking for a memorable vacation experience. Whether you're looking for a relaxing getaway or an action-packed adventure, Emerald Island Resort has something for everyone. With top-notch amenities, spacious accommodations, and a convenient location near all the attractions, this resort is the ideal destination for your next vacation. Book your stay with Emerald Island Resort today and make unforgettable memories in the Sunshine State.

The Windsor Island Resort Sales Office by Pulte Homes is a premier general contractor located at 1931 Summer Dr in Davenport, Florida. This exclusive resort community offers luxury homes and top-notch amenities, making it a highly sought-after destination for homebuyers. Unfortunately, all properties at this resort have been sold out. Contact us for more information on upcoming projects and availability.

Grand Island Resort is a charming lodging and RV park located at 13318 Sea Breeze Lane in Grand Island, Florida, United States. Surrounded by beautiful scenery and offering a range of amenities, this resort is the perfect destination for a relaxing getaway. Guests can enjoy spacious and comfortable accommodations, as well as access to a variety of recreational activities such as swimming, fishing, and hiking. Whether you're looking for a peaceful retreat or an exciting outdoor adventure, Grand Island Resort has something for everyone. Come and experience the beauty of Florida's nature at this wonderful institution.

Atlas Vacation Homes is a premier institution located at 3211 Vineland Road, Kissimmee, Florida, United States. As a general contractor, real estate agency, and travel agency all in one, we offer a unique and enchanting getaway experience in the heart of Florida. Our properties are situated just minutes away from Walt Disney World® Resort, providing a luxurious place to vacation surrounded by the beauty of nature. At Storey Lake, guests can choose from 5 to 7-bedroom homes and 4 to 5-bedroom town homes built around a picturesque lake. Enjoy water amenities such as sand beach areas, canoe & kayak rentals, fishing, and more. The Retreat at ChampionsGate offers 4 to 9-bedroom vacation rental homes and 4-bedroom town homes with access to resort-style amenities at the Oasis Club, including discounted golf rates at the ChampionsGate Country Club.

Ahh Sea Breeze Vacation Rental is a premier real estate and travel agency located at 753 North Shore Drive in beautiful Anna Maria, Florida. Our agency specializes in providing luxurious vacation rentals with stunning views of the sea breeze. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation for your next getaway. With top-notch customer service and a wide range of amenities, Ahh Sea Breeze Vacation Rental is your go-to destination for a relaxing and unforgettable beach vacation. Book with us today and experience the ultimate seaside escape!

Florida Vacation Connection is a premier lodging, real estate, and travel agency located at 3720 Gulf of Mexico Drive in Longboat Key, Florida. We specialize in providing top-notch vacation rentals, real estate services, and travel accommodations for those looking to experience the beauty and excitement of Florida. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental, buy or sell property, and plan unforgettable travel experiences in this stunning destination. Whether you're looking for a beachfront condo, a luxury estate, or a customized vacation package, Florida Vacation Connection has everything you need to make your Florida getaway truly unforgettable.

Anna Maria Island is a charming institution located at 5315 Gulf Drive in Holmes Beach, Florida, United States. This unique establishment offers a variety of services including food, real estate agency, restaurant, and travel agency. Whether you are looking to enjoy a delicious meal, find your dream home, or plan a vacation getaway, Anna Maria Island has something for everyone. With its picturesque location and exceptional offerings, it is the perfect destination for those seeking a memorable experience on the beautiful Gulf Coast.

Calico Anna Maria Island is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at the address 4001 5th Avenue, this institution specializes in helping clients find their perfect vacation rental or dream home on the beautiful Anna Maria Island. With a team of knowledgeable and experienced agents, Calico offers personalized services to meet the unique needs of each client. Whether you are looking for a beachfront property, a cozy cottage, or a luxury villa, Calico Anna Maria Island is your go-to destination for all things real estate and travel on this picturesque island.

iTrip Vacations - St Petersburg Beaches is a real estate and travel agency located at 13999 Gulf Boulevard in Madeira Beach, Florida, United States. Specializing in short-term rentals, they offer professional property management services for owners looking to maximize their rental income without the stress. Located in the beautiful coastal city of Oceanside, California, iTrip Vacations offers family-friendly activities and experiences for the ultimate vacation memories. From scenic beaches to historic landmarks, cultural experiences, and outdoor adventures, Oceanside has something for everyone.

Island Beach Resort is a charming lodging facility located at 9800 South Ocean Drive in Jensen Beach, Florida. Nestled along the stunning coastline of the United States, this resort offers guests a peaceful and relaxing retreat by the sea. With comfortable accommodations, breathtaking ocean views, and a range of amenities, Island Beach Resort is the perfect destination for those looking to unwind and enjoy a beachfront vacation. Whether you're lounging by the pool, strolling along the sandy shores, or exploring the nearby attractions, this resort provides a memorable experience for all who visit.

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.

A Sanibel-Captiva Vacation Connection is a reputable real estate and travel agency located at 16600 Arbor Ridge Drive in Fort Myers, Florida. Specializing in vacation rentals and property management services on the beautiful islands of Sanibel and Captiva, our experienced team is dedicated to providing top-notch accommodations and exceptional customer service. Whether you're looking for a cozy beachfront condo or a luxurious vacation home, we have a wide range of options to suit your needs. Let us help you plan your dream getaway to this stunning destination in Southwest Florida.

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.

Island Tropical Vacations is a premier real estate and travel agency located at 170 Ibis Street in beautiful Fort Myers Beach, Florida. Specializing in luxurious vacation rentals and properties on picturesque tropical islands, our team of experienced agents is dedicated to helping clients find the perfect getaway destination. Whether you're looking for a secluded beachfront villa or a vibrant resort experience, Island Tropical Vacations has something for everyone. Book your dream vacation with us today and experience the ultimate in island paradise.

Florida Island Tours is a premier travel agency located at 750 Palm Point Drive in Goodland, Florida. Our agency specializes in providing unforgettable tours and experiences on the beautiful islands of Florida. Whether you're looking to explore the stunning beaches, enjoy water activities, or discover the unique wildlife of the area, our expert team is dedicated to creating the perfect itinerary for you. With our extensive knowledge of the region and top-notch customer service, Florida Island Tours is your go-to destination for an exceptional island adventure.

Amelia Island Getaways is a premier real estate and travel agency located at 2424 A Lynndale Road in Fernandina Beach, Florida. Specializing in vacation rentals and property management services, we offer a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront condo or a luxurious oceanfront estate, our team of experienced agents is dedicated to helping you find the perfect getaway on beautiful Amelia Island. With top-notch customer service and a commitment to excellence, Amelia Island Getaways is your go-to destination for a memorable and stress-free vacation experience. Contact us today to start planning your dream getaway!

LuxeAmelia Luxury Vacation Rentals is a premier lodging institution located at 95052 Summerwoods Circle on Amelia Island, Florida, United States. Situated in the charming Summer Beach District, LuxeAmelia offers a luxurious and unforgettable experience for guests looking to explore the pristine nature and uncrowded beaches of this timeless destination. With world-class golf courses, spas, and restaurants nearby, as well as a rich history to discover, Amelia Island truly has something for everyone. Whether you're planning a family vacation, a romantic getaway, or an adventurous beachside excursion, LuxeAmelia provides the perfect accommodations for your stay. Events such as the Amelia Concours d'Elegance, Pétanque America Open, and Isle of 8 Flags Shrimp Festival are just a few of the exciting attractions to enjoy during your visit. Conveniently located just 30 minutes from JAX International Airport and 90 minutes from St. Augustine, LuxeAmelia is the ideal choice for your next luxury vacation rental experience.

The Island Club at Rocky Point is a luxurious waterfront resort located at 2801 North Rocky Point Drive in Tampa, Florida. This exclusive club offers a wide range of amenities including a private beach, swimming pool, fitness center, tennis courts, and a marina for boating enthusiasts. Guests can enjoy stunning views of the water and relax in a tranquil tropical setting. The Island Club at Rocky Point is the perfect destination for those seeking a peaceful retreat with all the comforts of home.