TOP 30 Island luxury rentals in Destin, Florida

Mitchell's Sunset Beach Apartments offers beachfront accommodations with stunning views of the Gulf of Mexico. Located at 8801 Harrell Avenue in Treasure Island, Florida, this institution provides guests with spacious and comfortable apartments perfect for a relaxing getaway. Enjoy direct access to the white sandy beach, a heated outdoor pool, and a barbecue area for al fresco dining. Each apartment is fully equipped with a kitchen, living area, and private balcony overlooking the ocean. Mitchell's Sunset Beach Apartments is the perfect destination for those seeking a peaceful and rejuvenating beach vacation.

Vacation Anna Maria is a premier real estate and travel agency located at 107 Pine Avenue in Anna Maria, Florida. Specializing in luxurious vacation rentals and property management services, Vacation Anna Maria offers guests a wide array of stunning beachfront properties to choose from. Whether you're looking for a cozy beach cottage or a spacious waterfront villa, our dedicated team is committed to helping you find the perfect vacation rental for your stay on Anna Maria Island. With exceptional customer service and local expertise, Vacation Anna Maria is your go-to destination for a memorable and relaxing getaway in the beautiful Sunshine State.

Laplage 9 is a luxurious beachfront vacation rental located at 6426 Gulf Drive in Holmes Beach, Florida. This stunning property offers guests a serene and stylish retreat with breathtaking views of the Gulf of Mexico. With spacious accommodations, modern amenities, and a prime location just steps from the sandy shores, Laplage 9 is the perfect destination for a relaxing getaway on Anna Maria Island. Whether you're looking to soak up the sun, explore the local attractions, or simply unwind in paradise, Laplage 9 has everything you need for a memorable vacation experience.

Runaway Bay Condominium Association is located on the beautiful Anna Maria Island in Bradenton Beach, Florida. With 186 one- and two-bedroom units, our award-winning complex offers a premier island paradise experience. Nestled between Palma Sola Bay and the Gulf of Mexico, Runaway Bay features a fishing pier, private beach access, and six miles of pristine sandy beaches. Our modern condominiums are surrounded by lush tropical landscaping, lagoons, and fountains, creating a tranquil environment. Guests can enjoy the largest heated swimming pool on the island, a tennis/pickleball court, fitness room, sauna, clubhouse, Bocce ball court, shuffleboard court, and outdoor grills. The complex is conveniently located near dining options, historic Bridge Street, fishing spots, bike paths, shops, and golf courses.

Osprey House Anna Maria is a premier real estate and travel agency located at 751 North Shore Drive in Anna Maria, Florida, United States. Our experienced team specializes in helping clients find their dream vacation rental or purchase their ideal beachfront property on the stunning Anna Maria Island. With a focus on personalized service and attention to detail, we strive to make the process of buying, selling, or renting a home as seamless and enjoyable as possible. Whether you are looking for a relaxing getaway or a permanent slice of paradise, Osprey House Anna Maria is here to help you every step of the way. Contact us today to start your journey towards owning a piece of this beautiful island.

Serendipity Anna Maria is a real estate and travel agency located at 101 South Bay Boulevard in Anna Maria, Florida, United States. Our dedicated team follows our core values of “C.A.R.E.” to ensure that your vacation experience is unforgettable. From exploring the local museums, churches, and markets with a guide to planning the perfect golf getaway, we are here to make sure your stay on Anna Maria Island is relaxing and fun. Our luxurious vacation homes in Anna Maria Island and Park City are designed to provide a cozy and comfortable experience. Whether you choose to stay in one of our properties in Florida or Utah, we guarantee that you will have a trip to remember. Let Serendipity Anna Maria take care of the details so you can focus on enjoying your vacation to the fullest.

Anna Maria Vacations is a premier real estate and travel agency located in Holmes Beach, Florida. Situated at 3018 Avenue C, this institution specializes in providing top-notch vacation rental properties on Anna Maria Island. Whether you are looking for a beachfront condo, a cozy cottage, or a luxurious villa, Anna Maria Vacations has a wide selection of accommodations to suit every traveler's needs. With exceptional customer service and a commitment to creating unforgettable vacation experiences, Anna Maria Vacations is the perfect choice for your next getaway to this beautiful destination.

Hope Rise Properties 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 provides a one-of-a-kind travel experience with extraordinary service in an exclusive 15,000 square foot setting. Adventure Island is designed for groups to stay together without having to plan activities, services, and details. It combines the privacy and intimacy of a villa with the world-class services of luxury hotels.

Innovo Living Hyde Park - Apartment Leasing Office is the ultimate destination for luxury boutique living in South Tampa. Located in the heart of sought-after neighborhoods such as Hyde Park, Historic Hyde Park, Bayshore Beautiful, Palma Ceia, and SoHo, our residences offer the perfect balance between work, play, and relaxation. Situated in the vibrant Hyde Park area with its tree-lined cobblestone streets, 19th century architecture, and proximity to the Bayshore Boulevard, our 21 boutique locations provide ultimate comfort and convenience. Hyde Park Village, an outdoor promenade with the best shopping and restaurants in Tampa, is just steps away. SoHo, known for its top restaurants, nightlife venues, and art galleries, offers a lively atmosphere for residents. Palma Ceia, with its quiet residential feel and proximity to the Bay, is home to the historic Palma Ceia Country Club and top-rated schools. As a resident of Innovo Living Hyde Park, you can enjoy spur-of-the-moment adventures in the vibrant South Tampa area, from exploring the Bayshore Boulevard to shopping and dining in Hyde Park Village or SoHo. Whether you're in the mood for a concert at Amalie Arena or a day of relaxation on Davis Island, there's always something to do in this dynamic neighborhood. Today is your day to experience the best of South Tampa living at Innovo Living Hyde Park.

Tropical Sands Accommodations is a premier real estate and travel agency located at 5231 Avenida Navarra in Sarasota, Florida. Specializing in luxurious beachfront properties and vacation rentals, we offer a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beach cottage or a spacious oceanfront villa, our team of experienced agents is dedicated to helping you find the perfect tropical getaway. With stunning views, top-notch amenities, and personalized service, Tropical Sands Accommodations is your go-to destination for a truly unforgettable vacation experience in the Sunshine State. Book your dream beach retreat with us today!

Casa Cay on Casey Key is a premier real estate and travel agency located at 309 Casey Key Road in Nokomis, Florida. Specializing in luxury properties and vacation rentals on the exclusive barrier island of Casey Key, Casa Cay offers unparalleled service and expertise in the local real estate market. Whether you're looking to buy or rent a stunning beachfront home or plan a memorable getaway to this picturesque destination, Casa Cay on Casey Key is your go-to agency for all your real estate and travel needs. Experience the ultimate in luxury living and relaxation with Casa Cay on Casey Key.

Tropical Palms is a charming lodging and RV park located on Charlotte Street in the picturesque town of Punta Gorda, Florida. Surrounded by lush tropical palms and offering a serene atmosphere, this institution is perfect for those looking for a peaceful and relaxing getaway. With a range of accommodations to choose from, including RV sites and cozy lodges, Tropical Palms caters to every type of traveler. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply enjoy the beauty of nature, Tropical Palms is the ideal destination for your next vacation.

Lease on Sanibel is a premier real estate agency located at 2340 Periwinkle Way, Sanibel, Florida. Offering a multitude of upscale leasing opportunities on Sanibel Island, our property management professionals are dedicated to providing tenants with the ultimate level of working accommodations to create a one-of-a-kind business environment. Sanibel Island is a prime location for leasing property for your retail business, with an estimated 5 million visitors each year providing ample traffic for retailers. Additionally, office spaces can also thrive on the island, with support from the Lee County Economic Development Office offering business tools and financial resources.

Sanibel Holiday is a premier real estate and travel agency located on the picturesque island of Sanibel in Florida, United States. Situated at 1648 Periwinkle Way, our agency specializes in providing top-notch vacation rentals and real estate services to visitors and residents alike. Whether you are looking for a luxurious beachfront property for your next holiday or seeking assistance in finding your dream home on the island, our team of experienced professionals is dedicated to helping you every step of the way. With a wide range of properties to choose from and personalized customer service, Sanibel Holiday is your go-to destination for all your real estate and travel needs on Sanibel Island.

Captiva Beach Villa 2126 is a stunning beachfront condo located at 2126 Gulf Beach Villas in Captiva, Florida. This luxurious property is managed by a reputable real estate agency and travel agency, offering guests the perfect combination of comfort and convenience. With breathtaking views of the Gulf of Mexico, direct access to the beach, and top-notch amenities, Captiva Beach Villa 2126 is the ideal vacation destination for those looking to relax and unwind in paradise. Book your stay today and experience the beauty of Captiva Island in style.

Sanibel Play is a premier real estate and travel agency located on the beautiful island of Sanibel in Florida, United States. Situated at 2445 West Gulf Drive, our agency specializes in helping clients find their dream vacation rental or investment property on this idyllic island paradise. With a team of knowledgeable agents and a wide selection of properties to choose from, Sanibel Play is your go-to destination for all your real estate and travel needs. Whether you're looking for a beachfront villa, a cozy cottage, or a luxury condo, we have something for everyone. Let us help you make your Sanibel Island experience unforgettable.

Resort Properties Internationale LLC is a real estate and travel agency located at 781 Rum Road in Captiva, Florida. Situated on North Captiva Island, part of the Lee Island Coast in Southwest Florida, this institution offers beachfront property, waterfront property, interior island homes, building lots, and vacation rentals. Access to the island is provided by scheduled ferries and a private airstrip. Visitors to North Captiva Island can enjoy miles of pristine sandy beaches, fine island dining, shopping, and private club amenities. The island offers a peaceful getaway with quiet beaches, private island roads for golf carts or bicycles, and excellent shelling opportunities. Fishing enthusiasts can enjoy first-class fishing right off the docks, beaches, or by booking fishing charters and excursions.

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

The Essex is a luxurious institution located at 801 South Collier Boulevard in Marco Island, Florida. This stunning property offers world-class amenities and breathtaking views of the surrounding area. Guests can enjoy spacious accommodations, fine dining options, and top-notch service throughout their stay. Whether you're looking for a relaxing getaway or a memorable event venue, The Essex is the perfect destination for discerning travelers. Immerse yourself in luxury and hospitality at this exceptional establishment in the heart of Marco Island.

Pretty Cape Homes is a real estate and travel agency located in Cape Coral, Florida, United States. Specializing in vacation rentals in the beautiful city of Cape Coral, we offer a wide range of properties to suit every need. From cozy two-bedroom condos to luxurious 4-bedroom gulf access waterfront homes, we have the perfect accommodation for your holiday. Cape Coral is a vibrant city with a plethora of entertainment options and vacation homes, making it an ideal destination for a relaxing getaway or a winter escape. With over 400 miles of canals, Cape Coral is a waterfront paradise boasting more waterways than Venice, Italy. Many of our vacation homes come with boat docks and boat lifts, allowing you to easily explore the Gulf of Mexico. Boat rental companies can deliver the boat of your choice right to your doorstep.

Marbelle Club is a prestigious institution located at 840 South Collier Boulevard on Marco Island, Florida. This exclusive club offers luxurious amenities and unparalleled service for its members. With stunning views of the Gulf of Mexico, members can enjoy a range of activities including tennis, golf, swimming, and fine dining. The Marbelle Club is the perfect destination for those seeking a high-end social and recreational experience in a beautiful beachfront setting.

Capri Vacation Condo is a premier real estate and travel agency located at 190 Pebble Beach Boulevard in Naples, Florida, United States. Our luxurious vacation condos offer breathtaking views of the surrounding area and are equipped with top-notch amenities to ensure a comfortable stay for our guests. Whether you're looking for a relaxing getaway or an adventure-filled vacation, Capri Vacation Condo has something for everyone. Contact us today to book your dream vacation in sunny Naples, Florida.

American Caribbean Real Estate is a premier real estate agency located at 81800 Overseas Highway in Islamorada, Florida. With over 30 years of experience in the Florida Keys real estate market, we have built a reputation for integrity, professionalism, and unparalleled market expertise. Our two locations in Islamorada and Key Largo cater to buyers and sellers looking for the perfect property in the Keys. As an industry leader in the Florida Keys marketplace, we have closed billions of dollars in sales and listings. Our dedicated sales team and administrative staff are committed to exceeding the expectations of our clients. One of our unique strengths is our affiliation with Christie's International Real Estate, the world's luxury real estate leader. This affiliation recognizes our superb performance in marketing and selling the most prized residences in the Florida Keys.

Keys Condo is a premier real estate and travel agency located at 101 Gulfview Drive in Islamorada, Florida. Specializing in luxury condo rentals in the beautiful Florida Keys, Keys Condo offers a wide range of properties to suit every traveler's needs. Whether you are looking for a beachfront retreat or a cozy apartment in the heart of town, Keys Condo has the perfect accommodation for you. With exceptional customer service and a wealth of local knowledge, Keys Condo is your go-to destination for a memorable vacation experience in the stunning Florida Keys. Contact us today to book your dream getaway!

Oceanside Isle is a premier real estate agency located at 69500 Overseas Highway in Layton, Florida. Specializing in luxury waterfront properties, Oceanside Isle offers unparalleled expertise in buying and selling homes along the picturesque coastline of the Florida Keys. Our team of experienced real estate agents is dedicated to providing top-notch service and helping clients find their dream home or investment property. Whether you are looking for a beachfront villa, a private island retreat, or a cozy seaside cottage, Oceanside Isle is your go-to destination for all your real estate needs in the beautiful Oceanside community. Contact us today to start your journey towards owning a piece of paradise in the stunning Oceanside Isle.

The Beach House at Tarpon Point is a luxurious oceanfront home located at 77521 Overseas Highway in Islamorada, Florida. This stunning property offers amazing ocean views, a sandy beach, pool, and an observation pier perfect for watching sunrises and sunsets. As a real estate and travel agency, The Beach House provides top-notch amenities and furnishings to ensure a relaxing and memorable vacation experience for all guests. Whether you're looking for a peaceful retreat or a fun-filled getaway, The Beach House at Tarpon Point is the perfect destination for your next trip to the beautiful Florida Keys.

Welcome to The Keys Paradise, a luxury real estate and travel agency located at 25 Mangrove Lane in Key Largo, Florida. Our vacation rental spaces are perfect for your next adventure, offering top-notch amenities such as waterfront views, a dock for your boat, 3 bedrooms, 2 bathrooms, and direct canal access to the Bay. With only 7 houses separating you from the Bay and just about 3 miles from Adam's Cut, our properties provide the perfect location for your getaway. At The Keys Paradise, we specialize in providing luxury waterfront vacation rentals that offer everything you need for a memorable stay in Key Largo. Whether you're interested in boating, fishing, kayaking, or simply soaking up the sun and water views, our properties have it all.

Tamarind Bay Club is a luxurious waterfront resort located at 104500 Overseas Highway in Key Largo, Florida, United States. This exclusive club offers stunning views of the bay and provides guests with a tranquil and upscale retreat. With spacious accommodations, top-notch amenities, and impeccable service, Tamarind Bay Club is the perfect destination for those seeking a relaxing and memorable vacation experience. Whether you're looking to unwind by the pool, enjoy water sports, or explore the nearby attractions, Tamarind Bay Club has something for everyone. Come and experience the beauty and serenity of this hidden gem in the heart of Key Largo.

Sanctuary At Key Largo is a luxurious waterfront resort located at 100 Sanctuary Drive in Key Largo, Florida. This exclusive institution offers a serene and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. With stunning views of the ocean and lush tropical gardens, guests can relax and unwind in style. The resort features elegant accommodations, world-class amenities, and personalized service to ensure a truly unforgettable experience. Whether you're looking to enjoy water sports, indulge in gourmet dining, or simply lounge by the pool, Sanctuary At Key Largo has everything you need for a perfect getaway. Come and experience the ultimate in luxury and relaxation at this exceptional institution.

Executive Bay Club is a premier institution located at 87200 Overseas Highway in Islamorada, Florida. It offers a luxurious and exclusive experience for its members, featuring top-notch amenities and services. With stunning views of the surrounding area and access to a range of recreational activities, Executive Bay Club is the perfect destination for those seeking a high-end lifestyle in the heart of the Florida Keys. Whether you're looking to relax by the pool, enjoy a game of tennis, or indulge in gourmet dining, this institution has everything you need for a truly unforgettable experience.