TOP 30 Island vacation rentals in Destin, Florida

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Island Place Condo Rentals is a reputable real estate agency located at 550 1st Street in the charming town of Cedar Key, Florida. Specializing in vacation rentals, they offer a variety of luxurious condos for visitors looking to experience the beauty and tranquility of this unique island destination. With stunning views of the Gulf of Mexico and top-notch amenities, Island Place Condo Rentals provides the perfect accommodations for a relaxing getaway. Whether you're looking for a romantic escape or a family vacation, their friendly staff is dedicated to helping you find the perfect rental to suit your needs. Book your stay today and discover the magic of Cedar Key at Island Place Condo Rentals.

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.

Island Investment Realty & Lifestyle Properties is a premier real estate agency located at 315 Pine Avenue in Anna Maria, Florida. Specializing in luxury properties, waterfront homes, and vacation rentals, our team of experienced agents is dedicated to helping clients find their dream home or investment property on the stunning islands of Florida. With a focus on providing personalized service and expert knowledge of the local market, Island Investment Realty & Lifestyle Properties is your go-to destination for all your real estate needs in the area. Contact us today to start your property search and discover the beauty of island living.

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.

Island Suites Tampa is a premier destination for short-term furnished apartments located at 515 Columbia Drive in Tampa, Florida. Our charming 12-unit building, originally built in 1925, has been meticulously refurbished to offer a modern and inviting ambiance. Each of our 12 apartments has been completely renovated with a fresh, contemporary design and top-notch amenities to ensure an extraordinary stay for our guests. With utilities included, Wi-Fi internet, DirecTV, HBO, Showtime channels, in-unit washer and dryer, and high-efficiency ductless AC systems, we offer exclusive amenities that set us apart from other accommodations on Davis Islands. Our convenient location, just one block from the Channel and three blocks from the commercial village, provides easy access to dining, shopping, bars, and more. Whether you are in need of temporary furnished housing for work or leisure, our fully furnished corporate apartments are perfect for traveling nurses working at Tampa General Hospital or anyone planning a vacation in Tampa. Booking your stay at Island Suites Tampa is easy and can be done online instantly. Experience the best of Tampa's hospitality at Island Suites and book your unforgettable short-term furnished apartment stay today.

Island Attitude Realty is a premier real estate and travel agency located at 1249 Beach Road in Englewood, Florida. Specializing in properties with stunning waterfront views and beachfront access, our team of experienced agents is dedicated to helping clients find their dream home or vacation rental on the beautiful Gulf Coast. With a laid-back island attitude and a commitment to excellent customer service, Island Attitude Realty is your go-to destination for all your real estate and travel needs in sunny Florida.

Boca Grande Club Rentals is a premier vacation rental destination located at 5000 Gasparilla Road in Boca Grande, Florida. Offering luxurious accommodations and top-notch amenities, guests can enjoy a relaxing and unforgettable stay on this beautiful island. With access to pristine beaches, a private golf course, tennis courts, and a variety of dining options, Boca Grande Club Rentals is the perfect choice for those seeking a high-end vacation experience. Whether you're looking for a romantic getaway, a family vacation, or a corporate retreat, this institution provides everything you need for a memorable stay in paradise.

Grace River Island Resort is a hidden gem located at 14524 Riverside Drive in Fort Myers, Florida. This private tropical island vacation home is nestled on the Caloosahatchee River, accessible via a land bridge that transforms it into a peninsula. Whether you are looking for a memorable family vacation, a romantic honeymoon, an intimate wedding venue, or simply some time away, Grace River Island Resort offers the perfect setting. The resort features a spacious 6-bedroom, 8-bathroom house that can accommodate up to 20 guests, making it ideal for family reunions or group getaways. Guests can enjoy a large air-conditioned bonus room, a 2000 sq ft deck overlooking the river with market lighting, a heated swimming pool, a beautiful gazebo, an upscale courtyard, and a grassy point with stunning sunsets. The bridal suite upstairs is perfect for wedding preparations, while the groomsman area downstairs provides a space for the guys to relax before the ceremony.

Sanibel Captiva Island Vacations is a premier real estate and travel agency located at 11513 Andy Rosse Lane in Captiva, Florida. Our guests enjoy free, exclusive access to the amenities at ‘Tween Waters Island Resort & Spa. We offer professionally-cleaned vacation homes with 24/7 guest support for worry-free travel experiences. With the guaranteed best rates on our vacation rentals, you can stay for four days, four months, or even four seasons - vacation your way. If you're considering becoming a vacation rental homeowner, look no further than Sanibel Captiva Island Vacations. As part of Sanibel Captiva Beach Resorts, a trusted name in Southwest Florida lodging management since 1931, we offer top-rated resorts and exceptional service. Our portfolio includes vacation rentals, restaurants, entertainment venues, marinas, spa services, and recreational activities for all to enjoy. Book your dream vacation with us today!

Green Tortuga Vacation Rental Home is a luxurious real estate and travel agency located at 4511 Cutlass Drive in Captiva, Florida, United States. Offering two exquisite properties, Green Tortuga and Tortuga Sunset, guests can experience the ultimate vacation getaway on North Captiva Island. The spacious open floor plans, private pools, and hot tubs provide a serene and luxurious atmosphere for up to 10 guests. North Captiva Island is a hidden gem, offering pristine beaches, lush vegetation, and remarkable wildlife. Accessible only by boat or small plane, this barrier island provides a tranquil escape from the hustle and bustle of everyday life. Guests can enjoy the beauty of nature, go birdwatching, shelling, or simply relax on the white sand beaches.

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.

Kingfisher Vacation Rentals is a premier real estate and travel agency located at 11528 Andy Rosse Lane in Captiva, Florida. Specializing in luxury vacation rentals, Kingfisher offers a wide selection of stunning properties for visitors looking to experience the beauty of Captiva Island. From beachfront villas to cozy cottages, their expert team is dedicated to helping guests find the perfect accommodation for a memorable getaway. With top-notch customer service and local expertise, Kingfisher Vacation Rentals is the go-to destination for those seeking a truly unforgettable vacation experience in sunny Florida.

Island Winds Condominiums is a stunning beachfront property located at 6610 Estero Boulevard in Fort Myers Beach, Florida. As a real estate agency and travel agency, we offer luxurious condominiums for sale or rent, perfect for those looking for a relaxing vacation or a permanent waterfront residence. Our prime location provides breathtaking views of the Gulf of Mexico and easy access to the beach. With top-notch amenities and a friendly staff, Island Winds Condominiums is the perfect destination for your next getaway or investment opportunity.

Tortuga Sunset Vacation Rental is a luxurious real estate and travel agency located at 4540 Seair Lane in Captiva, Florida, United States. Offering two exquisite properties, Green Tortuga and Tortuga Sunset, guests can enjoy a tranquil and luxurious vacation experience on the idyllic North Captiva Island. With spacious open floor plans, private pools, hot tubs, and the option to enhance your stay with an exclusive Island Club Membership add-on, Tortuga Sunset Vacation Rental provides the perfect escape for groups of up to 10 guests. North Captiva Island is a hidden gem, offering pristine white sand beaches, lush vegetation, and remarkable opportunities for birdwatching and shelling. Accessible only by boat or small plane, this barrier island provides a secluded and intimate atmosphere for nature lovers and vacation-goers alike. Visitors can also witness sea turtles during turtle season, making North Captiva Island a must-visit destination for conservationists and wildlife enthusiasts.

Royal Shell Vacations is a premier real estate and travel agency located at 15050 Captiva Drive in Captiva, Florida. With a wide range of vacation rental options available, from Captiva Island to Ocala, Royal Shell makes vacation planning a breeze. Since 1996, we have been the largest vacation rental company in Southwest Florida, offering unique amenities and services to make your stay stress-free and memorable. Our portfolio includes over 500 vacation rental homes and condos in Sanibel and Captiva Islands, with even more options in Cape Coral, Fort Myers, Ocala, and beyond. Whether you're looking for a nightly, weekly, monthly, or annual stay, our variety of styles and sizes ensure the perfect vacation rental for you.

South Seas West Beachfront Condo offers luxury beachfront rentals on Marco Island, Florida. Located at 320 Seaview Court, this stunning property is managed by a reputable real estate and travel agency. Guests can enjoy breathtaking views of the Gulf of Mexico from their private balcony, relax on the white sandy beaches, and take advantage of the many amenities offered on-site. With spacious accommodations and top-notch customer service, South Seas West Beachfront Condo is the perfect destination for a relaxing beach getaway.

Marco Island Family Condo is a premier real estate and travel agency located at 380 Seaview Court in Marco Island, Florida, United States. Our agency specializes in providing luxurious and affordable family-friendly condominiums for rent or sale on the beautiful Marco Island. With stunning ocean views, top-notch amenities, and a prime location near popular attractions, our condos are the perfect choice for families looking to create unforgettable memories together. Whether you are looking for a vacation rental or a permanent residence, Marco Island Family Condo has the perfect property for you. Contact us today to start planning your dream family getaway!

Horizons Marco Island Rentals is a reputable real estate and travel agency located at 661 South Collier Boulevard in the picturesque Marco Island, Florida. Specializing in vacation rentals, they offer a wide range of luxurious properties for visitors looking to experience the beauty and relaxation of this stunning destination. With a dedicated team of professionals, Horizons Marco Island Rentals provides top-notch customer service and personalized assistance to ensure a seamless and enjoyable stay for all guests. Whether you are looking for a beachfront condo, a waterfront villa, or a cozy cottage, this agency has the perfect accommodation to suit your needs. Experience the ultimate vacation getaway with Horizons Marco Island Rentals.

Harborview Rentals is a top-notch real estate and travel agency located at 291 South Collier Boulevard in the picturesque Marco Island, Florida. Specializing in luxury vacation rentals with stunning waterfront views, Harborview Rentals offers a wide selection of properties to suit every traveler's needs. Whether you're looking for a beachfront villa or a cozy condo, their experienced team is dedicated to finding the perfect accommodation for your stay. With excellent customer service and a reputation for excellence, Harborview Rentals is your go-to destination for a memorable vacation experience in sunny Marco Island.

Marco Island Beach Getaway is a premier real estate and travel agency located at 900 South Collier Boulevard in Marco Island, Florida. Our agency specializes in providing luxurious beachfront properties for vacation rentals and real estate investments. Whether you are looking for a relaxing beach retreat or a profitable rental property, our experienced team is dedicated to helping you find the perfect getaway on Marco Island. With stunning views, top-notch amenities, and a prime location, Marco Island Beach Getaway is your go-to destination for an unforgettable beach vacation experience. Contact us today to start planning your dream getaway on the beautiful shores of Marco Island.

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.

Beach Me On Marco Island is a premier real estate and travel agency located at 990 Cape Marco Drive in beautiful Marco Island, Florida. Specializing in luxury beachfront properties and vacation rentals, our experienced team is dedicated to helping clients find their perfect slice of paradise on this stunning island. Whether you are looking to purchase a dream home or plan a relaxing getaway, Beach Me On Marco Island is here to make your beachfront dreams a reality. Contact us today to start your journey to the perfect beach escape.

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

Star Properties Destinations is a premier real estate and travel agency located at 99353 Overseas Highway in Key Largo, Florida. Specializing in luxury vacation rentals, property sales, and personalized travel experiences, we are dedicated to providing top-notch service to our clients. Whether you are looking to buy or rent a dream property in the Florida Keys or plan the perfect getaway, our team of experienced professionals is here to make your experience seamless and unforgettable. Contact us today to start your journey with Star Properties Destinations.

Historic Shadow Point Vacation Rental in Florida Keys is a real estate and travel agency located at 598-601 Bonito Avenue, Key Largo, Florida, United States. This institution offers a unique and historical experience for friends and family looking for a beach vacation rental in Key Largo. The property consists of two historic beach houses surrounded by water on a 2.5-acre lush garden and hammock point, perfect for accommodating up to 16 people. Guests can relax and enjoy the stunning views from hammocks and swings overlooking the beautiful scenery. "Shadow", the mascot of Historic Shadow Point, adds to the charm and character of this vacation rental. Whether you are looking for a peaceful retreat or an adventurous getaway, Historic Shadow Point is the ideal destination for your next vacation in the Florida Keys.

FlatsAway - Vacation Rental Apartments is a premier destination for travelers looking for a luxurious and comfortable stay in Sunny Isles Beach, Florida. Located at 19370 Collins Avenue, our institution offers a wide range of beautifully furnished apartments for short-term rentals. Whether you are looking for a cozy studio or a spacious penthouse, FlatsAway has the perfect accommodation for you. As a combination of a real estate agency, travel agency, and car rental service, we strive to make your vacation experience seamless and enjoyable. Our team of professionals is dedicated to providing top-notch customer service and ensuring that your stay is unforgettable. With convenient access to the beach, shopping, dining, and entertainment options, FlatsAway is the ideal choice for your next vacation in Sunny Isles Beach. Book your stay with us today and experience the ultimate in luxury and comfort.

AnnaMaria Island Beach Cottage is a charming and cozy beachfront property located at 2813 Avenue East in Holmes Beach, Florida. This beautiful cottage is managed by a reputable real estate and travel agency, offering guests a relaxing and luxurious vacation experience. With stunning ocean views, modern amenities, and a prime location just steps away from the sandy shores of AnnaMaria Island, this cottage is the perfect getaway for those looking to unwind and enjoy the beauty of the Gulf Coast. Whether you're seeking a romantic retreat, a family vacation, or a solo adventure, AnnaMaria Island Beach Cottage is the ideal destination for your next beach getaway.

Mike Norman Realty on Anna Maria Island is a reputable real estate and travel agency located at 3101 Gulf Drive in Holmes Beach, Florida. Specializing in vacation rentals, property sales, and property management services, this institution is dedicated to helping clients find their perfect slice of paradise on the stunning Anna Maria Island. With a team of experienced agents and a deep knowledge of the local market, Mike Norman Realty offers personalized assistance and top-notch customer service. Whether you are looking to buy, sell, or rent a property on Anna Maria Island, this agency is your go-to destination for all your real estate needs.

IRB Island Cottages- Cottage by the Beach Upper-Vacation Rental is a lodging institution located at 300 Gulf Boulevard in Indian Rocks Beach, Florida, United States. Our property offers two exquisite vacation rental units nestled in the picturesque Indian Rocks Beach. With a deep-rooted affection for this coastal paradise, we aim to provide a relaxing and memorable experience for our guests. The small-town, laid-back island ambiance of Indian Rocks Beach makes it a truly magical destination. Our units are designed to offer a unique and tranquil experience, whether you're looking for a romantic escape or a family vacation. The sun-kissed shores and gentle Gulf breeze invite you to unwind and create lasting memories on this stunning barrier island paradise.

Aloha Kai Vacation Rentals is a premier real estate and travel agency located at 6020 Midnight Pass Road in Siesta Key, Florida. Specializing in luxury vacation rentals, our team is dedicated to providing top-notch accommodations and exceptional customer service to ensure a memorable and relaxing getaway for all guests. With a wide selection of properties to choose from, ranging from beachfront condos to spacious villas, Aloha Kai Vacation Rentals is your go-to destination for a dream vacation in sunny Florida. Book your stay with us today and experience the ultimate in comfort and convenience.