TOP 30 Island vacation rentals in Destin, Florida

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The Sands of Treasure Island is a charming lodging facility located at 11800 Gulf Boulevard in the beautiful Treasure Island, Florida. This beachfront institution offers guests a peaceful retreat with stunning views of the Gulf of Mexico. The Sands of Treasure Island provides comfortable accommodations, excellent amenities, and friendly service to ensure a memorable stay for all visitors. Whether you're looking for a relaxing beach vacation or an adventurous getaway, The Sands of Treasure Island is the perfect choice for your next trip to Florida.

Island House is a charming institution located at 2580 North Beach Road in Englewood, Florida. This unique establishment offers a variety of services including lodging, real estate, and travel assistance. Whether you are looking for a relaxing getaway, a new property investment, or help planning your next vacation, Island House has you covered. With a prime location in sunny Florida, Island House is the perfect destination for those seeking a memorable and enjoyable experience.

The Island Club at North Captiva, located at 4421 Bartlett Parkway in Captiva, Florida, is a luxurious retreat offering private beaches, water sports, dining, and entertainment accessible via exclusive ferry transport. With luxury rental homes, pools, and amenities, this institution caters to guests seeking a remote island getaway. Whether you choose to explore the island or relax poolside, the friendly staff will pamper you in paradise. Escape to North Captiva Island, a stunning oasis just offshore in Lee County, Southwest Florida. With its white sandy beaches, daytime activities, great dining options, and vibrant nightlife, this island has something for everyone. Indulge in luxurious accommodations and discover why The Island Club provides the most romantic getaways and unforgettable family memories, with superior inclusions compared to any other luxury beach resort in Florida.

The Fort Myers / Pine Island KOA Holiday is a picturesque campground located at 5120 Stringfellow Road in Saint James City, Florida, United States. This beautiful destination offers a variety of lodging options including RV sites, cabins, and tent sites. Guests can enjoy a peaceful retreat surrounded by nature, with amenities such as a swimming pool, playground, and picnic areas. The park is conveniently located near attractions such as Pine Island, Fort Myers Beach, and Sanibel Island, making it the perfect base for exploring the area. Whether you're looking for a relaxing getaway or an outdoor adventure, the Fort Myers / Pine Island KOA Holiday has something for everyone.

Aloha Baby Vacation Rental is a charming beachfront accommodation located at 15351 Captiva Drive in Captiva, Florida. This cozy retreat offers a relaxing and comfortable stay for families and friends looking to enjoy a tropical getaway. The property features spacious and well-appointed vacation homes with stunning views of the Gulf of Mexico. Guests can unwind on the white sandy beaches, take a dip in the crystal-clear waters, or simply relax on the private lanai while soaking in the breathtaking sunsets. With its convenient location and warm hospitality, Aloha Baby Vacation Rental is the perfect destination for a memorable beach vacation in the United States.

Sanibel Island Beach Resort is a charming lodging located at 1231 Middle Gulf Drive in Sanibel, Florida, United States. This beachfront resort offers guests a relaxing and picturesque escape with easy access to the stunning beaches of Sanibel Island. The resort features comfortable accommodations, a variety of amenities, and friendly staff dedicated to providing a memorable stay for all guests. Whether you're looking to soak up the sun on the beach, explore the island's natural beauty, or simply unwind in a peaceful setting, Sanibel Island Beach Resort is the perfect destination for a beach getaway.

Signal Inn Pet-Friendly Island Condos is a charming lodging establishment located at 1811 Olde Middle Gulf Drive in Sanibel, Florida. Situated on a beautiful island, this institution offers cozy and comfortable condos that welcome both you and your furry friends. With a convenient location near the beach and various amenities, Signal Inn is the perfect destination for a relaxing getaway with your pets. Enjoy the tranquil surroundings and warm hospitality of this pet-friendly retreat in the United States.

Located at 1400 Estero Boulevard in Fort Myers Beach, Florida, the Lani Kai Island Resort is a top-notch lodging establishment developed by the Conidaris Family for over 40 years. With a passion for creating a fun and energetic environment, the resort offers beautiful beach views from every room, ensuring guests are always close to the action. Enjoy delicious meals and refreshing cocktails at the resort's amazing restaurants and bars, all while taking in the stunning view. Guests can participate in a variety of beach activities throughout the day, from volleyball to parasailing, and dance the night away to live music acts. The resort also offers event planning services for weddings, business retreats, and more, ensuring a memorable experience for all guests. For those missing the beach, a 24/7 live stream of Fort Myers Beach is available for viewing.

Sunshine Island Inn is a charming lodging located at 642 East Gulf Drive in Sanibel, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a tropical paradise. With its convenient location just steps away from the beach, guests can enjoy easy access to the sun, sand, and surf. The inn features comfortable accommodations, friendly staff, and a welcoming atmosphere that will make you feel right at home. Whether you're seeking a romantic getaway or a family vacation, Sunshine Island Inn is the perfect destination for your next trip to Sanibel.

Shell Island Beach Club is a charming lodging institution located at 255 Periwinkle Way in Sanibel, Florida, United States. Nestled on the beautiful shores of the Gulf of Mexico, this beachfront resort offers guests a peaceful and relaxing retreat. The well-appointed accommodations feature spacious suites with modern amenities and stunning views of the ocean. Guests can enjoy leisurely walks on the pristine white sand beach, take a dip in the sparkling pool, or unwind in the hot tub. With its convenient location near local attractions, restaurants, and shops, Shell Island Beach Club is the perfect destination for a memorable beach getaway.

Olde Marco Island Inn & Suites is a charming lodging establishment located at 100 Palm Street in Marco Island, Florida, United States. This historic inn offers a unique and relaxing atmosphere for guests to enjoy during their stay. The suites are elegantly furnished and equipped with modern amenities to ensure a comfortable experience. Guests can unwind by the pool, stroll through the lush gardens, or explore the nearby beaches and attractions. With its convenient location and warm hospitality, Olde Marco Island Inn & Suites is the perfect destination for a memorable vacation on the beautiful Marco Island.

Marco Beach Vacation Suites is a premier lodging destination located at 901 South Collier Boulevard, Marco Island, Florida. Offering luxurious accommodations and top-notch amenities, our suites are the perfect choice for travelers looking for a relaxing and comfortable stay. As a real estate agency, we also offer vacation rental properties for those looking to invest in a piece of paradise. Our experienced travel agency can assist with planning the perfect getaway to Marco Island, ensuring a memorable and stress-free experience for all guests. Experience the beauty and tranquility of Marco Beach Vacation Suites on your next vacation to Florida.

Club Regency of Marco Island is a cozy gem located on Florida's Gulf Coast, offering 2-bedroom suites with full kitchens and outdoor spaces. Guests can enjoy a private pool, sport courts, and beach access, making it the perfect retreat for families. The spacious suites feature screened lanais, fully equipped kitchens, and comfortable living areas. On-site amenities include tennis, shuffleboard, and basketball courts, while nearby attractions such as restaurants, boutiques, golf courses, and historic sites provide plenty of entertainment options. Membership with Hilton Grand Vacations is also available for those interested in timeshare ownership. Prices range from $7,800 to $758,990 for deeded interest, with additional options for U.S. and Hawaii Collections and Embarc Collection. Restrictions and financing requirements apply, and offerings may vary by location. Hilton Grand Vacations is a registered trademark of Hilton Worldwide Holdings Inc. and operates under a license agreement.

Holiday Inn Club Vacations Sunset Cove Resort is a luxurious lodging destination located at 571 West Elkcam Circle in Marco Island, Florida, United States. This resort offers a peaceful and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. Guests can enjoy spacious accommodations, top-notch amenities, and personalized service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind on the beach, Sunset Cove Resort is the perfect choice for your next vacation getaway.

Marco Island is a luxurious lodging institution located at 500 South Collier Boulevard in the beautiful city of Marco Island, Florida, United States. This institution offers top-notch accommodations and amenities for guests looking to relax and unwind in a tropical paradise. With stunning views of the Gulf of Mexico and easy access to pristine beaches, Marco Island is the perfect destination for a memorable vacation experience. Whether you're looking to soak up the sun, enjoy water sports, or simply enjoy the vibrant local culture, Marco Island has something for everyone. Book your stay at this exquisite institution and make unforgettable memories in this idyllic coastal town.

Island Surf Shop is a premier destination for all your surfing needs in Tampa, Florida. Located at 10001 McKinley Drive, our store offers a wide selection of surfboards, wetsuits, accessories, and apparel for surfers of all levels. Whether you're a beginner looking to catch your first wave or an experienced surfer in need of new gear, our knowledgeable staff is here to help you find the perfect equipment. Come visit Island Surf Shop and get ready to hit the waves in style.

Palm Beach Singer Island Resort & Spa Luxury Suites is a luxurious lodging institution located at 3800 North Ocean Drive in Riviera Beach, Florida, United States. This exquisite resort offers beautifully appointed suites with stunning views of the ocean and top-notch amenities. Guests can indulge in relaxation at the on-site spa, dine at the gourmet restaurant, and enjoy access to the pristine beach. With exceptional service and a prime location, Palm Beach Singer Island Resort & Spa Luxury Suites is the perfect destination for a memorable and indulgent getaway.

Paradise Island RV Resort is a tranquil and picturesque campground located at 2121 Northwest 29th Court in Oakland Park, Florida. This resort offers a variety of lodging options, including RV sites and cabins, making it the perfect destination for a relaxing getaway. Surrounded by lush greenery and scenic views, guests can enjoy a peaceful stay in nature. The resort also features amenities such as a swimming pool, picnic areas, and a playground, ensuring that guests of all ages have a memorable stay. Whether you're looking to relax by the campfire or explore the nearby attractions, Paradise Island RV Resort is the ideal choice for your next vacation.

Bay Harbor One Vacation is a premier lodging and real estate agency located at 1100 100th Street in the beautiful Bay Harbor Islands of Florida, United States. Our institution offers luxurious vacation rentals and properties for sale in one of the most sought-after destinations in South Florida. With stunning waterfront views, top-notch amenities, and a prime location near shopping, dining, and entertainment options, Bay Harbor One Vacation is the perfect choice for a relaxing getaway or a permanent residence in paradise. Come experience the ultimate in luxury living at Bay Harbor One Vacation.

Sunny Miami Vacation is a charming lodging institution located at 19370 Collins Avenue in the beautiful Sunny Isles Beach, Florida. This cozy retreat offers guests a relaxing and sun-filled vacation experience in the heart of Miami. With comfortable accommodations and easy access to the beach, shopping, dining, and entertainment, Sunny Miami Vacation is the perfect destination for a memorable getaway. Come and enjoy the sunny skies and warm hospitality of this inviting establishment in the vibrant city of Miami.

The Boardwalk on Okaloosa Island is a vibrant tourist attraction located in Fort Walton Beach, Florida. Situated at 1450 Miracle Strip Parkway Southeast, this lively destination offers a variety of shops, restaurants, and entertainment options for visitors to enjoy. Stroll along the boardwalk and take in stunning views of the Gulf of Mexico, or indulge in delicious seafood at one of the waterfront eateries. With live music, events, and activities happening year-round, The Boardwalk is the perfect place to experience the fun and relaxation of the Florida coast.

Located at 102 Harbor Boulevard in Destin, Florida, the Destin Harbor Boardwalk is a popular tourist attraction offering a variety of activities for the whole family. One of the main highlights is the Dolphin Cruises and Tours, where visitors can get up close with playful bottlenose dolphins in their natural habitat. These tours are safe, scenic, and affordable, providing a memorable experience for all. In addition to dolphin tours, the boardwalk also offers a Sandestin Fine Dining Dinner and Dancing Cruise, where guests can enjoy a gourmet meal while cruising the waters of Destin. For those looking for more adventure, jet ski rentals are available to explore Crab Island or the Choctawhatchee Bay.

Destin Crab Island Adventures is a premier tourist attraction and travel agency located at 7 Calhoun Avenue in Destin, Florida. Offering unforgettable experiences on the crystal-clear waters of Crab Island, visitors can embark on exciting adventures such as snorkeling, paddleboarding, and jet ski tours. With knowledgeable guides and top-of-the-line equipment, guests can explore the stunning natural beauty of the area and create lasting memories. Whether you're looking for a relaxing day on the water or an adrenaline-pumping excursion, Destin Crab Island Adventures has something for everyone. Book your next adventure with us and discover the magic of Destin's famous Crab Island!

SunVenture Cruises offers unforgettable experiences on their Crab Island Cruises in Destin, Florida. Located at 314 Harbor Boulevard, this tourist attraction and travel agency provides the perfect opportunity to explore the crystal-clear waters and white sandy beaches of the Gulf Coast. Whether you're looking to relax and soak up the sun or enjoy water sports and activities, SunVenture Cruises has something for everyone. Join them for a day of fun, relaxation, and adventure on the beautiful waters of Destin.

Windsor Island Resort is a luxurious vacation destination located at 1115 Aloha Boulevard in Davenport, Florida, United States. This stunning resort offers a range of accommodations including spacious villas and townhouses, all beautifully designed and fully equipped for a comfortable stay. Guests can enjoy a variety of amenities such as a sparkling swimming pool, fitness center, tennis courts, and a clubhouse with game room. The resort is conveniently located near popular attractions like Walt Disney World and Universal Studios, making it the perfect choice for families and couples looking for a memorable getaway in the Sunshine State.

Island Vista Pool is a luxurious pool facility located in North Fort Myers, Florida. Situated at the address 22432400000020000, this institution offers a serene and picturesque setting for guests to relax and unwind. With crystal-clear waters and stunning views of the surrounding landscape, Island Vista Pool is the perfect destination for those seeking a peaceful escape. Whether you're looking to swim laps, soak up the sun, or simply enjoy a refreshing dip, this pool has something for everyone. Come visit Island Vista Pool and experience a slice of paradise in the heart of Florida.

Located on Okaloosa Island in Florida, the Gulf Islands National Seashore offers visitors a stunning natural landscape to explore. With its emerald coast waters, white sandy beaches, and rich marshes, this park is a popular destination for millions of visitors each year. Whether you're interested in hiking, swimming, birdwatching, or just relaxing on the beach, there's something for everyone to enjoy at Gulf Islands. In addition to the natural beauty of the area, visitors can also explore historical landmarks and forts that dot the landscape. With activities for all ages, including pavilion rentals, camping options, and guided tours, there's no shortage of things to do at Gulf Islands National Seashore. Just be sure to familiarize yourself with the park's rules and regulations before your visit.

Fort Pickens Thin Sandbar Sector is a stunning section of the Gulf Islands National Seashore, located on the beautiful Pensacola Beach in Florida, United States. This park offers visitors a chance to explore the natural beauty of the area, with its thin sandbar stretching out into the Gulf of Mexico. The historic Fort Pickens is also located within the park, providing a glimpse into the region's military history. Visitors can enjoy activities such as swimming, hiking, picnicking, and birdwatching in this peaceful and scenic setting. Whether you're looking to relax on the beach or learn about the area's past, Fort Pickens Thin Sandbar Sector is a must-visit destination for nature lovers and history enthusiasts alike.

Santa Rosa Island Beach is a pristine park located at 30 State Highway in Destin, Florida, United States. This beautiful beach offers crystal clear waters, soft white sand, and stunning views of the Gulf of Mexico. Visitors can relax on the shore, swim in the ocean, or take a leisurely stroll along the coastline. With its tranquil atmosphere and picturesque surroundings, Santa Rosa Island Beach is the perfect destination for a day of sun, surf, and relaxation.

Wayside Park on Okaloosa Island is a beautiful natural feature located in Fort Walton Beach, Florida. Situated at 1450 Miracle Strip Parkway Southeast, this park offers stunning views of the Gulf of Mexico and white sandy beaches. Visitors can enjoy picnicking, swimming, fishing, and relaxing in the shade of the palm trees. The park is a popular spot for families, couples, and solo travelers looking to experience the beauty of the Florida coastline. With its convenient location and tranquil atmosphere, Wayside Park is the perfect destination for a day of fun in the sun.