TOP 30 Island vacation rentals in Destin, Florida

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Florida Dreams Realty of AMI, Inc. is a premier real estate and travel agency located in Holmes Beach, Florida. With a prime location at 3340 East Bay Drive, this institution specializes in helping clients find their dream homes or vacation rentals on Anna Maria Island. Whether you are looking to buy, sell, or rent a property, the experienced team at Florida Dreams Realty of AMI, Inc. is dedicated to providing top-notch service and personalized assistance. Contact them today to turn your Florida dreams into reality.

Sandcastle Realty Inc is a reputable real estate and travel agency located at 201 108th Avenue in Treasure Island, Florida. Our dedicated team of professionals is committed to helping clients find the perfect property or vacation rental in this beautiful coastal destination. Whether you are looking to buy, sell, rent, or plan your next getaway, Sandcastle Realty Inc is here to provide exceptional service and expertise. Contact us today to start your real estate or travel journey with us.

Manasota Beachfront Cottages is a charming lodging institution located at 1780 Gulf Boulevard in Englewood, Florida. Situated right on the beautiful Gulf Coast, this institution offers cozy and comfortable cottages with stunning views of the ocean. Guests can enjoy direct access to the white sandy beach, perfect for sunbathing, swimming, and relaxing. The cottages are equipped with modern amenities and provide a peaceful retreat for those looking to unwind and enjoy the natural beauty of the area. Whether you're seeking a romantic getaway or a family vacation, Manasota Beachfront Cottages is the perfect destination for a memorable stay by the sea.

CCVS - Villa Tropical Dream is a premier real estate and travel agency located in Cape Coral, Florida. Situated at 5011 Southwest 17th Avenue, our institution offers luxurious vacation rentals in the tropical paradise of Cape Coral. Our team of experienced professionals is dedicated to providing top-notch service to ensure a dream vacation experience for our clients. Whether you are looking to buy a vacation home or book a rental property for your next getaway, CCVS - Villa Tropical Dream has the expertise and resources to make it happen. Contact us today to start planning your tropical dream vacation!

Sanibel Dream Cottage is a charming real estate and travel agency located at 724 Donax Street in Sanibel, Florida. Specializing in vacation rentals and real estate sales on the beautiful island of Sanibel, this institution offers a wide selection of dreamy cottages for visitors looking to experience the ultimate beach getaway. With personalized service and expert knowledge of the area, Sanibel Dream Cottage is your go-to destination for finding the perfect vacation rental or purchasing your own piece of paradise in sunny Florida. Let us help you make your dream vacation a reality at Sanibel Dream Cottage.

Old Wooden Bridge Guest Cottages & Marina is a charming lodging institution located at 1791 Bogie Drive in Big Pine Key, Florida, United States. Nestled in a picturesque setting, this establishment offers cozy and rustic cottages for guests to relax in. The marina provides easy access to the beautiful waters surrounding the Florida Keys, perfect for those looking to enjoy water activities such as boating and fishing. With its old-world charm and tranquil atmosphere, Old Wooden Bridge Guest Cottages & Marina is the ideal destination for a peaceful getaway.

Coral Cottage IRB is a charming vacation rental located at 202 14th Avenue North in Indian Rocks Beach, Florida. This classic, old Florida beach house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to six guests. The cottage is available for monthly rentals of 30 nights, making it the perfect choice for an extended stay by the beach. Situated just one block off of Gulf Blvd and a short 3-minute walk to the beach, Coral Cottage offers a prime location for a relaxing beach getaway. Indian Rocks Beach is a quiet and less crowded destination, yet it is filled with plenty of activities and amenities within walking distance. Guests can enjoy nearby restaurants, cafes, seafood eateries, grocery markets, and even a playground for families to enjoy.

Santa Rosa Dunes is a charming beachfront institution located at 900 Fort Pickens Road in Pensacola Beach, Florida, United States. This beautiful property offers stunning views of the Gulf of Mexico and easy access to the pristine white sands of Santa Rosa Island. The institution features spacious and well-appointed accommodations, perfect for a relaxing beach getaway. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, and barbecue areas. Santa Rosa Dunes is the ideal destination for those looking to unwind and soak up the sun in a tranquil beachfront setting.

Located at 74 Terra Cotta Way in Destin, Florida, The Cashmere Coconut is a luxurious retreat offering bespoke elegance and coastal adventure. This Mediterranean-inspired haven features four bedrooms, three bathrooms, heated pools, exclusive beach access, and a street-legal golf cart for exploring Destin's hotspots. Immerse yourself in sophisticated living just 300 steps from the Gulf Coast, where each moment unfolds in a tapestry of luxury. Whether you're seeking seaside serenity or coastal excitement, The Cashmere Coconut promises an unforgettable experience. Enjoy a symphony of sun, sea, and serenity at this oasis in the heart of Destin's coastal splendor. With convenient access to Miramar Beach, James Lee Park, and the Emerald Bay Golf Club, you'll have everything you need for a relaxing and memorable stay. Book your stay at The Cashmere Coconut and experience the ultimate in beachside bliss.

Sunshine and Whiskey Beach House is a charming lodging option located at 1808 Suzie Court East in Saint George Island, Florida, United States. With special offers such as discounted rates for Spring Break, Fall dates, and a free night for booking 4 nights, this beach house is the perfect destination for a relaxing vacation. Returning guests receive a 10% discount as a token of appreciation, and military, police, and firefighter personnel also receive a 10% discount. AARP members can enjoy a 10% discount on their stay as well. The property offers a variety of amenities and is perfect for families looking for a peaceful getaway. Guests can leave reviews and ask specific questions about the property before booking. For cancellations and changes, there are specific policies in place depending on how far in advance the reservation was made. Set reminders for price alerts and notifications for availability to ensure you don't miss out on a stay at Sunshine and Whiskey Beach House.

A B Sea is a lodging institution located at 1424 Bayberry Lane, 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 nearby protected nature reserves are home to monarch butterflies and manatees, making it a perfect destination for nature lovers. With 79 St. George Island homes allowing dogs, you can bring Fido along for the trip. 119 vacation rentals have internet access, so you can stay connected throughout your stay. Professional housekeepers ensure that all homes are clean and stocked with amenities for your arrival, allowing you to relax and unwind.

All Mine Beach House is a charming lodging institution located at 1101 East Gulf Beach Drive in Saint George Island, Florida. This cozy beach house offers a relaxing and private getaway for guests looking to unwind and enjoy the beauty of the Gulf Coast. With its prime location just steps away from the sandy shores, guests can easily access the beach for a day of sunbathing, swimming, and beachcombing. The house features comfortable accommodations, modern amenities, and a spacious outdoor deck perfect for enjoying the ocean breeze and stunning views. Whether you're looking for a romantic retreat or a fun family vacation, All Mine Beach House is the perfect destination for your next beach getaway.

B&W Management, Inc. is a real estate and travel agency located at 11 Idlewild Street in Clearwater, Florida, United States. Search for vacation rentals by your arrival and departure dates, with arrangements possible for off-season stays. Beach Bobby Rowe offers tips for preparing to stay in vacation rentals on Clearwater Beach. Enjoy your stay on the award-winning Clearwater Beach, ranked as the number one beach in the United States by TripAdvisor in 2018 and 2019, and the number six beach in the world. B&W Management offers beachfront rentals and condominium rentals in Clearwater Beach, Florida, conveniently located near St. Petersburg, Tampa, St. Pete Beach, Treasure Island, Indian Shores, Madeira Beach, and all of Tampa Bay. Book your vacation rental with B&W Management, Inc. for a memorable beach getaway.

Extreme Getaway Homes LLC is a premier real estate and travel agency located at 274 Ronald Reagan Parkway in Davenport, Florida, United States. Our VIP Hollywood Experience offers 16 luxurious suites, 20 rooms, 20 full bathrooms, 2 half bathrooms, a spa, pool, lazy river, and more. Our Mission to Mars estate is a one-of-a-kind destination, providing a luxurious travel experience and exceptional service within a exclusive 15,000 square foot setting. Adventure Island was designed for groups to stay together without the hassle of planning activities and services, blending the privacy of a villa with the luxury of a hotel.

Orlando Luxury Escapes is a premier real estate and travel agency located at 4840 Cayview Avenue in Orlando, Florida. Specializing in luxury vacation rentals and properties, our team of experts offers unparalleled service and expertise to help clients find their dream escape in the Sunshine State. Whether you're looking for a lavish vacation rental or a high-end property investment, Orlando Luxury Escapes is dedicated to providing top-notch service and personalized attention to make your experience unforgettable. Contact us today to start planning your next luxury getaway in Orlando.

Tropical Isles Realty Inc is a premier real estate and travel agency located at 2117 Gulf Boulevard in the beautiful seaside town of Indian Rocks Beach, Florida. Specializing in beachfront properties and vacation rentals, our experienced team of agents are dedicated to helping clients find their dream home or perfect getaway in this tropical paradise. Whether you are looking to buy, sell, or rent, Tropical Isles Realty Inc is your go-to destination for all your real estate and travel needs. Contact us today to start your journey to paradise!

My Big Fat Beach House is a real estate and travel agency located at 301 72nd Street in Holmes Beach, Florida. Our family-owned business offers the perfect backdrop for creating unforgettable memories with your loved ones. Located on Anna Maria Island, our beach house is the ideal vacation destination with warm gulf waters and white sand beaches just steps away. You can enjoy the comforts of our home while we are away, creating memories that will last a lifetime.

Wish Upon A Starfish is a real estate and travel agency located at 411 80th Street in Holmes Beach, Florida, United States. This Key West style 3 bedroom home offers a peaceful and relaxing retreat on Anna Maria Island. With vaulted ceilings, an open floor plan, and a private heated pool, this paradise found is perfect for families looking for a beach getaway. The fully equipped kitchen, spacious front deck, and cozy living room provide all the comforts of home. The home is family-friendly, with amenities such as a pack n' play, high chair, and baby gates provided. Children will love the bunk bed room with its own private bathroom, while adults can relax in the Queen size guest bedroom with an adjustable bed.

Escape to paradise at our beach bungalow on Siesta Key, located at 303 Canal Road in Sarasota, Florida. This charming real estate and travel agency offers a unique opportunity to experience the beauty and tranquility of one of the most stunning beaches in the United States. Our bungalow provides the perfect blend of comfort and luxury, with easy access to the crystal-clear waters and white sandy beaches of Siesta Key. Whether you're looking for a relaxing getaway or a fun-filled adventure, our beach bungalow is the ideal destination for your next vacation. Book your stay with us today and discover the magic of Siesta Key.

Sea Star North Captiva is a premier real estate and travel agency located at 4501 Smugglers Drive in the beautiful island of Captiva, Florida. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, Sea Star North Captiva offers unparalleled service to clients looking to explore this stunning destination. Whether you're looking to purchase a dream vacation home or plan the perfect getaway, our team of knowledgeable agents is dedicated to helping you find the perfect property or itinerary to suit your needs. Experience the magic of Captiva with Sea Star North Captiva as your trusted partner in real estate and travel.

Hideaway Bay Beach Condos is a tranquil beachfront retreat located on Little Gasparilla Island in Placida, Florida. Nestled in a secluded paradise, this institution offers a range of luxurious condos with stunning views of the Gulf of Mexico. Guests can relax on the pristine white sand beach, swim in the crystal-clear waters, or explore the natural beauty of the island. With spacious accommodations, top-notch amenities, and a peaceful atmosphere, Hideaway Bay Beach Condos is the perfect destination for a relaxing getaway.

West End Paradise is a charming lodging institution located at 1389 Tahiti Drive in the beautiful Sanibel, Florida. Situated in the West End of the island, this paradise offers a serene and peaceful environment for guests to relax and unwind. With comfortable accommodations and breathtaking views of the surrounding nature, West End Paradise is the perfect destination for a tranquil getaway. Whether you're looking to explore the nearby beaches, go kayaking in the mangroves, or simply lounge by the pool, this institution provides the ideal setting for a memorable vacation experience. Book your stay at West End Paradise and discover the true essence of island living.

Southern Serenity FMB is a real estate and travel agency located at 285 Ohio Avenue in Fort Myers Beach, Florida, United States. Our story began in 2005 when we first visited the island with our kids during Spring Break. After years of dreaming about owning a piece of paradise, we finally made it a reality in 2018. As soon as you step foot in our home, you will feel the warmth and love that we have poured into making it a true family haven, not just a vacation rental. Today, we continue to visit Southern Serenity with our extended family, including our kids, their spouses, significant others, and our four granddaughters. We have thoughtfully included all the amenities and comforts that we have enjoyed over the years to ensure that your stay is truly unforgettable. Our goal is to help you create lifelong memories during your time in Fort Myers Beach.

LVCC - Luxury Villas Cape Coral is a real estate and travel agency located at 1222 Southeast 47th Street in Cape Coral, Florida, United States. If you're looking to buy a piece of paradise, look no further than South West Florida. We offer a diverse selection of luxury properties in prime locations with favorable financing options. Experience the best service, completely free and without obligation. Whether you're looking for a vacation rental or a dream home in Cape Coral, we have the perfect accommodations for a luxury getaway in Florida. Enjoy the freedom of captaining your own motorboat in the "Venice of Florida" without needing a boating license. Owning a vacation home in Florida is truly special, and Luxury Villas Cape Coral can help make that dream a reality. Choose from nearly 100 luxury properties and boats, or use our search function to find your perfect vacation villa. Experience the perfect combination of sea, islands, and boats in the sunny paradise of Florida. Live your dream with activities like golfing, shopping, fishing, diving, tennis, or nightlife. Come experience the easy way of life in the southern tip of Florida – a true paradise.

Vacasa of Fort Myers is a real estate and travel agency located at 15050 Elderberry Lane in Fort Myers, Florida. Specializing in vacation rentals, Vacasa offers a wide range of homes and condos for visitors looking to enjoy the sunny weather and beautiful beaches of Fort Myers. With options for families, couples, retirees, and seasonal residents, Vacasa has something for everyone. Their vacation rentals are well-maintained by a professional team of housekeepers, ensuring that each home is clean, stocked with amenities, and ready for guests to relax and enjoy their stay. Many of their homes are dog-friendly, allowing visitors to bring their furry friends along for the trip. Additionally, a large number of properties have internet access, keeping guests connected throughout their stay.

Off the Hook Hideaway is a luxurious retreat nestled on Florida's Gulf Coast between Naples and Marco Island. This hidden gem offers nine bedrooms and a peaceful escape from the hustle and bustle of everyday life. The cozy accommodations feature modern amenities and tasteful decor, creating a warm and inviting atmosphere. Guests can enjoy the stunning natural surroundings, relax on the outdoor patio, or take a dip in the Gulf of Mexico. The Hideaway is conveniently located near Keewaydin beach, Naples, and Marco Island, offering a variety of outdoor activities and attractions. With an Eco-Friendly property that runs off solar power and rainwater collection, guests can enjoy a sustainable and serene getaway. Whether you're looking to unwind by the bay or explore the local area, Off the Hook Hideaway is the perfect destination for your next vacation.

Sea Winds of Marco Inc is a premier institution located at 890 South Collier Boulevard in Marco Island, Florida. Our mission is to provide top-notch services and accommodations to our guests, ensuring a memorable and enjoyable stay. With stunning views of the ocean and luxurious amenities, Sea Winds of Marco Inc is the perfect destination for those looking to relax and unwind in paradise. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, our friendly staff is dedicated to making your experience unforgettable. Visit us today and experience the beauty and tranquility of Marco Island at Sea Winds of Marco Inc.

Resort Management is a prestigious institution located at 815 Bald Eagle Drive in Marco Island, Florida, United States. It offers comprehensive programs and courses focused on the hospitality and tourism industry, specifically tailored for individuals interested in managing and operating resorts. Students can expect hands-on experience, expert instruction, and networking opportunities to prepare them for successful careers in the dynamic world of resort management. With its prime location in the heart of Florida's resort destination, Resort Management provides a unique learning environment that combines academic excellence with real-world application. Come join us and embark on a rewarding journey towards a fulfilling career in the hospitality industry.

Marco Memories is a luxurious waterfront vacation rental home located at 330 Edgewater Court, Marco Island, Florida, United States. Situated on the stunning Gulf Island of Florida, Marco Island Home Rental offers a relaxing and laid-back getaway with breathtaking landscapes, white sand beaches, tropical climate, and abundant fishing spots. Visitors can create lasting memories with the picturesque scenery and activities available. The Mediterranean-inspired Waterfront Vacation Rental Home features 4 bedrooms, 4 full baths, a fully equipped kitchen, Internet access, security system, indoor spa, and more. The open floor plan, high ceilings, water views, and outdoor dining area make this home a perfect choice for a luxurious stay.

Plumeria Point is a charming lodging institution located at 1513 Bermuda Road in Marco Island, Florida. Nestled in a tranquil and picturesque setting, this institution offers a peaceful retreat for guests seeking a relaxing getaway. With comfortable accommodations and a warm, welcoming atmosphere, Plumeria Point is the perfect destination for those looking to unwind and rejuvenate. Whether you're looking to explore the beautiful beaches of Marco Island or simply relax by the pool, Plumeria Point provides a serene and tranquil environment for your stay. Experience the best of Florida hospitality at Plumeria Point.