TOP 30 Island luxury rentals in Destin, Florida

Caribbean Village is a charming lodging institution located in Cutler Bay, Florida. Situated at 19755 Southwest 110th Court, this tropical-inspired retreat offers guests a relaxing and authentic Caribbean experience. The accommodations are stylish and comfortable, featuring vibrant colors and island-inspired decor. Guests can enjoy a range of amenities including a pool, tropical gardens, and outdoor seating areas. The friendly staff at Caribbean Village are dedicated to providing excellent service and ensuring guests have a memorable stay. Whether you're visiting for a weekend getaway or an extended vacation, Caribbean Village is the perfect destination for those seeking a taste of the Caribbean in the heart of Florida.

Pineapple Beach is a premier real estate and travel agency located at 130 Aregood Lane in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals is dedicated to helping clients find their dream beachfront property or plan the perfect tropical getaway. With a focus on personalized service and attention to detail, Pineapple Beach is committed to making your real estate or travel experience seamless and unforgettable. Contact us today to start your journey to paradise.

Fairway Lakes 9a at Ocean Reef Club is a luxurious lodging option located at 13 Lakeside Lane in Key Largo, Florida. Situated within the prestigious Ocean Reef Club, this institution offers upscale accommodations with stunning views of the surrounding fairways and lakes. Guests can enjoy access to top-notch amenities such as a golf course, tennis courts, swimming pools, and fine dining options. Whether you're looking for a relaxing getaway or an active vacation, Fairway Lakes 9a at Ocean Reef Club is the perfect destination for a memorable stay in the beautiful Florida Keys.

Paragon Plantation is a luxurious institution located at 781 North Pine Island Road in Plantation, Florida, United States. Nestled in a picturesque setting, this plantation offers a unique blend of history, elegance, and charm. The sprawling grounds are meticulously maintained, showcasing beautiful gardens and stunning architecture. Guests can explore the rich history of the plantation through guided tours, or simply relax and unwind in the serene surroundings. With top-notch amenities and impeccable service, Paragon Plantation is the perfect destination for those seeking a truly unforgettable experience.

Marina Del Mar is a premier waterfront institution located at 100 Kings Point Drive in Sunny Isles Beach, Florida. Boasting stunning views of the marina and the Intracoastal Waterway, Marina Del Mar offers a luxurious and serene setting for residents and visitors alike. The institution provides top-notch amenities and services, including boat slips, yacht charters, waterfront dining options, and more. Whether you're looking to relax by the water, enjoy a day out on the boat, or indulge in fine dining, Marina Del Mar is the perfect destination for those seeking a taste of luxury in sunny South Florida.

Mangoes' Villa is a real estate and travel agency located at 14600 Northwest 13th Avenue in Miami, Florida, United States. Find your perfect vacation rental free of service fees at this oasis in Midtown Manhattan. With hundreds of happy guests and 5-star reviews, you can enjoy a 7th floor, corner, oceanfront property with free beach lounges and western views. Experience the beauty of the Blue Ridge Mountains from a secluded cabin or relax in a beautifully renovated vacation villa with all the amenities you need. Located between two of the best beaches in the area, you can spend your days hiking, sightseeing, and unwinding in the North Georgia mountains. Houfy is the largest vacation rentals direct booking advertising platform, offering over 60,000 vacation rentals worldwide with no booking or service fees. Whether you're looking for a condo, cabin, or house, you can easily search for and book your next vacation rental directly with a Houfy host. From Hilton Head Island retreats to luxurious French history-inspired living, Mangoes' Villa offers a variety of vacation options. If you own a vacation rental, you can list with Houfy and manage your bookings from inquiry to checkout. With verified listings and reviews, travelers can book with confidence and enjoy a stress-free vacation experience.

Grandview Tiki Hut Cottage is a charming lodging option located at 636 Mandalay Avenue in Clearwater, Florida. This unique cottage offers a tropical oasis for guests looking for a relaxing getaway. The cottage is managed by a real estate agency and travel agency, ensuring that guests have a seamless and enjoyable experience during their stay. With its cozy accommodations and beachfront location, Grandview Tiki Hut Cottage is the perfect destination for those seeking a peaceful retreat in the heart of Clearwater.

Blue Turtle Cottage is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. Just a minute walk to the beautiful white sandy beaches, this cottage offers a perfect tropical escape. The fully equipped kitchen, cozy living room, and private bedrooms ensure a comfortable stay for guests. The private backyard features a sparkling pool, outdoor dining area, and BBQ grill for relaxing evenings. With easy access to the beach and nearby amenities, guests can enjoy the laid-back atmosphere of Anna Maria Island. The property also offers personalized service and assistance to make your stay memorable. Whether you're looking for adventure or relaxation, Blue Turtle Cottage is the perfect destination year-round. Explore the island, dine at local restaurants, or simply unwind by the pool - the choice is yours. Book your stay at Blue Turtle Cottage for a truly unforgettable vacation experience on Anna Maria Island.

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.

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!

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.

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.

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.

Casa Palmera is a luxurious beachfront retreat located at 4120 Danny Drive in Panama City Beach, Florida. This elegant institution offers a unique blend of lodging, real estate, and travel services, providing guests with the ultimate vacation experience. With stunning ocean views, spacious accommodations, and top-notch amenities, Casa Palmera is the perfect destination for those seeking a relaxing escape in paradise. Whether you're looking to rent a beautiful beachfront property, purchase a dream home, or plan a memorable vacation, Casa Palmera has everything you need to make your stay unforgettable. Experience the beauty and tranquility of Panama City Beach at Casa Palmera.

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.

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.

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.

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.

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!

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.

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.

Vacation Villas at Longboat Key Club offers luxurious and spacious accommodations on the stunning Longboat Key in Florida. Situated at 220 Sands Point Road, this lodging institution provides guests with a perfect blend of relaxation and upscale amenities. With breathtaking views of the Gulf of Mexico and top-notch service, guests can enjoy a truly unforgettable vacation experience. Whether you're looking to unwind by the pool, play a round of golf, or explore the nearby attractions, Vacation Villas at Longboat Key Club is the perfect destination for a memorable getaway.

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.

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.

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.

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.

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.

Escape to Paradise Villa in Naples offers a luxurious and modern vacation experience in a stunning lakefront property. This exclusive pool villa features 3 bedrooms, a spacious living room, open kitchen with island bar, dining area, and 2 bathrooms. The covered terrace, private pool (heated saltwater pool!), outdoor shower, and lush garden create a relaxing oasis for up to 6 guests. Enjoy high-end amenities including Sonos speakers, Smart TVs, Netflix, PlayStation, and fast Wi-Fi. The property also includes access to a community pool and spa, as well as optional membership to the Lely Players Club & Spa for longer stays. Nearby golf courses, beautiful gardens, and easy access to the beach make this the perfect retreat in Naples, Florida. Contact us for more information and to book your stay at Villa Escape to Paradise.