TOP 10 Private island rentals in Destin, Florida

Crab Island Water Taxi is a top-rated travel agency located at 495 Grand Boulevard in Miramar Beach, Florida. Offering the best Crab Island excursions for only $79.99, we provide three tours a day with over 300 5-star reviews. Our waterfront location ensures a convenient and enjoyable experience for all guests. During your excursion, we stay with you the entire trip and provide water, soft drinks, snacks, innertubes, floats, watermats, water toys, games, music, and bathroom facilities. For those looking for a more private experience, Tiki 850 Pontoon Adventures offers the best private tours to Crab Island on the Tiki Kai, a 12-passenger boat available for rental with a captain for hire. The Tiki Kai includes a bar, bathroom, Bluetooth music, coolers, ice, mixers, water, soda, snacks, and a Lily Pad for ultimate comfort and relaxation.

Paradise Island Charters is a premier lodging and travel agency located at 105 Laguna Avenue in Key Largo, Florida. Offering luxurious accommodations and personalized travel experiences, Paradise Island Charters is the perfect destination for those seeking a tropical getaway. From arranging private charters to planning excursions to nearby islands, our experienced team is dedicated to providing top-notch service and creating unforgettable memories for our guests. Come discover the beauty of Key Largo with Paradise Island Charters.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Clearwater Beach PaddleBoard & Rental, your ultimate destination for all your beach adventure needs in Clearwater, Florida! Conveniently located at 439 Poinsettia Avenue, just next to the Clearwater Beach Visitor Center, we offer a wide range of rentals and gear to enhance your coastal experience. Whether you're looking to explore the stunning waters on a paddleboard, kayak through the serene harbor, or simply cruise along the beachfront on a bicycle, we have everything you need. Our extensive rental inventory includes paddleboards, kayaks, bikes, fishing poles, beach chairs, umbrellas, and much more. We even offer electric bicycles for those looking to add a bit of excitement to their ride.

Welcome to Low Tide Tours Tiki Boats, E Bikes, and Paddle Board Rentals, your ultimate destination for adventure and relaxation in Anna Maria, Florida! Located at 9801 Gulf Drive, our locally owned and operated business offers unique and unforgettable experiences on the stunning waters of Florida’s western coast. Explore the beautiful Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach from the comfort of our floating tiki bar boats. Enjoy a cold beverage while cruising through scenic waterways, where you're likely to encounter playful dolphins, gentle manatees, and Florida’s majestic birds. Our tours are perfect for all ages, making them ideal for family outings, celebrations, or simply a leisurely day on the water.

Green Reef 5 is a real estate and travel agency located at 3650 Scenic Highway 98 in Destin, Florida, United States. This institution offers a variety of vacation rentals without service fees, ranging from oceanfront condos to secluded cabins with stunning mountain views. Whether you're looking for a beachfront villa or a private retreat near the North Georgia mountains, Green Reef 5 has something for everyone. In addition to their wide selection of vacation rentals, Green Reef 5 is also a part of the Houfy community, the largest vacation rentals direct booking platform in the world. With over 60,000 properties to choose from, guests can easily search for and book their next vacation rental without any booking or service fees. Hosts can also list their properties on Houfy, giving them the freedom to set their own rules and manage bookings from start to finish.

Hook'D Excursions is a travel agency located at 960 U.S. 98 in Destin, Florida, United States. Our specialty is providing pontoon rentals for a day or even just a few hours at the popular Crab Island hangout spot in Destin. To ensure a stress-free experience, our pontoon rentals come with a Certified Licensed Captain who will take care of all your needs while aboard. In addition to the pontoon rental, we also provide paddle boards, a floating water pad, and a variety of floats for your enjoyment. Our goal at Hook’D Excursions is to make sure you have a memorable experience while exploring Crab Island and the beautiful sights of Destin. Whether you want to relax and float, watch the sunset, enjoy fireworks on the Destin Harbor, or simply cruise around for sightseeing, we have a variety of options available on our 22Ft Bennington Pontoon to meet all your vacation needs and desires. Book with us today for an unforgettable experience on the water!

DestinOnTheWater.com is a premier real estate and travel agency located in the beautiful coastal city of Destin, Florida. Our team of experienced agents specializes in waterfront properties, offering clients the opportunity to live a life of luxury by the water. Whether you're looking to buy or rent a vacation home, we have a wide range of options to suit your needs. With our extensive knowledge of the local area and dedication to customer satisfaction, we are committed to helping you find the perfect property to call home. Visit us at 512 Osceola Drive or browse our website to start your journey to living on the water in Destin.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

Mango's Bar & Grill is a slice of island paradise located on North Captiva Island in Florida. With breathtaking views of the marina and a pool to cool off in, Mango's is the ultimate destination for locals and visitors alike. The dedicated team, including owners Matt & Rachel, bar manager Dustin, and cocktail connoisseur Dan, ensures that every visit is memorable. The menu features mouthwatering dishes like their famous sidewinder fries, juicy cheeseburgers, and refreshing wraps and protein bowls. Don't miss out on their creative mojitos, Cadillac Margaritas, and Pina Coladas. With plans to expand seating, introduce private cabana rentals, and host daily poolside activities, Mango's is always looking to enhance the island experience for their guests. Come to Mango's for a taste of tropical paradise and unforgettable memories.

Hibernia Pavilion is a bustling hub for food, groceries, and shopping located at 865 Hibernia Road in Fleming Island, Florida. This institution offers a diverse range of options, from a supermarket stocked with fresh produce and pantry staples to a restaurant serving up delicious meals. Visitors can also browse through various stores in the shopping mall section, making it a one-stop destination for all their shopping needs. With its convenient location and wide array of offerings, Hibernia Pavilion is a must-visit for locals and tourists alike.

Holiday Water Sports in Fort Myers Beach, Florida offers thrilling water sports adventures for visitors to enjoy. With three convenient locations along Fort Myers Beach, including at 275 Estero Boulevard, there is a spot near you to experience jet skiing, dolphin tours, and more. Owned by locals Kevin and Sharon Faircloth since 1991, this family-owned business is dedicated to providing exceptional service and unforgettable experiences on the water. One of the highlights at Holiday Water Sports is the Dolphin Adventure Tour on WaveRunners, where guests can ride powerful Yamaha WaveRunners while encountering playful dolphins, shy manatees, and beautiful birds in their natural environment. Private and group tours are available for booking online, making it easy to plan your Florida water sports adventure.

Coastline RV Resort offers a luxury experience in a rural setting, providing guests with modern amenities while maintaining an Old Florida feel. Situated on Highway 98 in Eastpoint, Florida, this campground, car repair, food, lodging, park, RV park, and store is the perfect destination for travelers looking for a private oasis. Each site offers easy access and a bay view, allowing guests to relax and unwind after a long journey. With its spacious sites and state-of-the-art facilities, Coastline RV Resort prides itself on offering Southern hospitality to all visitors. Located on the coast of Apalachicola Bay, guests can enjoy stunning views of St. George Sound, St. George Island, Dog Island, and breathtaking sunrises and sunsets. Conveniently located near local attractions, but far enough away to provide a laid-back atmosphere, Coastline RV Resort is the ideal destination for those seeking a pristine RV experience on Florida's Forgotten Coast. Please note that tent or primitive camping is not allowed at this resort.

WHITE MYKONOS is a trendy clothing store located at 1034 East Las Olas Boulevard in Fort Lauderdale, Florida. Inspired by the chic style of the Greek island of Mykonos, this store offers a curated selection of fashionable apparel for men and women. From breezy resort wear to stylish beach essentials, WHITE MYKONOS has everything you need to elevate your wardrobe. Whether you're shopping for a vacation or just looking to refresh your closet, this boutique has something for everyone. Visit WHITE MYKONOS for a shopping experience that combines luxury with laid-back elegance.

YCA Vacation Condos is a charming lodging institution located at 1325 Tarpon Center Drive in Venice, Florida. Situated on a beautiful Gulf of Mexico beach, our 29-unit vacation resort offers guests a peaceful and comfortable retreat. Guests can enjoy a private beach, courtyard, and a stunning pool, making it the perfect destination for a private getaway or family gathering. Our fully-furnished one bedroom, two bedroom, and studio condo units all feature a Florida room or screened lanai with views of the beach or our resident-only courtyard and pool. You can view photos of each unit on our Room Gallery page and easily make a reservation on our Reservations page.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.

Crystal Sands Condos is a beachfront vacation rental located at 3290 Scenic Highway 98 in Destin, Florida. This lodging institution offers a spacious penthouse unit with 1072 sqft of living space that can accommodate up to 8 guests. The unit features 2 bedrooms with 2 King beds, 4 Twin beds, and a Queen sofa bed, as well as 2 bathrooms. Guests can enjoy stunning views from the 3rd floor balcony and have direct access to the beach with free private parking, heated pool, and complimentary beach service from March to October. The living room is equipped with a Smart TV, dining area for 4, and a sleeper sofa, while the master bedroom has a King bed and Smart TV.

Located at 2710 Gulf Drive North in Holmes Beach, Florida, Cedar Cove Resort & Cottages offers a perfect blend of boutique beachfront luxury and classic "Old Florida" charm. Surrounded by lush coconut palms and vibrant orchids, this resort provides a tranquil setting for guests to relax and unwind. With 19 unique beachside suites, studios, and Key West-style cottages, each offering modern amenities and services, guests can truly embrace the laid-back island lifestyle. Guests rave about the friendly staff, pristine private beach, and convenient access to local restaurants and shops. The resort's location on Anna Maria Island allows for easy exploration of the seven miles of sun-kissed sand and turquoise waters along the Gulf of Mexico. The Anna Maria Island Trolley offers free transportation around the island, making it simple for guests to discover all that this beautiful destination has to offer.

Sanibel Captiva Beach Resorts, located at 15951 Captiva Drive in Captiva, Florida, is the Official Beach Resorts & Rentals of Sanibel and Captiva Islands. With over 50 years of hospitality marketing and management success, we promise an unforgettable island experience for all guests, whether it be a family vacation, couples getaway, beachfront wedding, multi-gen reunion, or destination meeting. Our accommodations are of the highest quality, with rave reviews for our food and beverage options, water sports and marinas, wellness spa and fitness facilities, and warm hospitality. Enjoy pristine, private Gulf of Mexico beaches along the sugar sand coast of America’s favorite islands destination. Choose your island, choose your beach, choose your style at Sanibel Captiva Beach Resorts. Sanibel Captiva Beach Resorts is a leader in Southwest Florida lodging management and marketing, offering four outstanding beach resorts, numerous restaurant and entertainment venues, marinas, spa services, and recreational opportunities. 'Tween Waters Island Resort & Spa, Sanibel Captiva Island Vacations, Old Captiva House, and The Shipyard are just a few of our properties that provide exceptional value and a warm, memorable island resort experience. Whether you're looking for the best Sanibel beach resorts or the best Captiva beach resorts, trust Sanibel Captiva Beach Resorts, LLC to exceed your expectations.

Eagle's Nest Beach Resort is a luxurious lodging establishment located at 410 South Collier Boulevard in Marco Island, Florida, United States. This resort offers villa-style suites with clay-tiled roofs and Mediterranean architecture, creating a charming and relaxing atmosphere. Guests can enjoy a variety of amenities such as sport courts, watersports, and a kids' recreation program. The resort also features a private pool and direct access to the beautiful crescent-shaped shoreline of Marco Island. The spacious suites include fully equipped kitchens, screened lanais, and comfortable living areas. The resort is known for its family-friendly atmosphere and offers activities for guests of all ages, including tennis courts, racquetball, shuffleboard, and more. Interested in membership with Hilton Grand Vacations? Contact us for more information on ownership opportunities.

Boutique Beach Retreat is a charming lodging institution located at 11965 Gulf Boulevard in Treasure Island, Florida, United States. Our boutique hotel offers eleven completely custom rooms, each uniquely designed to cater to your individual needs. Guests can enjoy a variety of favorite destinations and experiences within walking distance, including shopping, restaurants, fishing, dolphin watching, boat rentals, and more. The beautiful beaches of Treasure Island are just a short stroll away, offering stunning sunsets and endless fun in the sand.

Sunset Vistas Beachfront Suites is a premier lodging institution located at 12000 Gulf Boulevard in Treasure Island, Florida, United States. Offering condo-size suites with resort amenities, this property has been awarded a TripAdvisor Certificate of Excellence. With 154 two- and three-bedroom suites, each featuring a spacious living/dining area, full kitchen, and private balcony overlooking the Gulf of Mexico, guests are sure to enjoy their stay. The property also offers a non-refundable advanced purchase option with 20% off for stays of 2 nights or more. Amenities include a resort and children's pool, whirlpool spas, Cafe & Beach Bar, and extended stay options. The large outdoor cafe deck is perfect for family gatherings and events. Nearby dining options in Treasure Island, Tampa, St. Petersburg, and Clearwater provide plenty of choices for guests. Sunset Vistas Beachfront Suites is the ideal destination for a family vacation on the award-winning beaches of southern Florida.

Located at 6620 Estero Boulevard in Fort Myers Beach, Florida, GullWing Beach Resort offers homelike vacation rentals perfect for a beach getaway. With a contemporary tropical flair and luxurious island elements, our modern beachfront rentals are the perfect place to relax and unwind. Enjoy the tropical pool area, swim in the ocean, or take a stroll along the sandy shores in search of seashells. Conveniently located with a stop directly in front of the resort, guests can easily explore nearby shops, cafes, and bars. Watch spectacular sunsets from your private balcony, fully furnished and screened-in for your comfort. Whether you want to relax by the pool or venture out to discover the local attractions, GullWing Beach Resort has something for everyone.

Marina Village at Snug Harbor is a luxury condo resort located in Fort Myers Beach, Florida. Guests can enjoy the tropical island atmosphere and waterfront amenities at this beautiful vacation destination. The resort offers a swimming pool, rooftop hot tub, BBQ area, health club, and a pickleball/racquetball court. Sightseeing tours on a pontoon boat are included in the activities program, with fishing charters available nearby. The resort is within walking distance to Fort Myers Beach, where guests can shop, dine, and relax on the beach. Bicycles are provided for free to explore the area. There are also championship golf courses, boat charters, jet ski rentals, and parasailing nearby. Marina Village features casual dining and cocktails on the dock, a 360-degree view of the Gulf, a private court for games, and a well-equipped workout room. With so much to do and see, Marina Village at Snug Harbor is the perfect resort destination for a memorable vacation.

Solstice at Wilton is a luxurious lodging institution located at 517 Northeast 23rd Street in Wilton Manors, Florida, United States. It is the newest and most popular destination for travelers seeking quality Gay accommodations. The Solstice Family welcomes guests to their new HOME away from HOME, designed to provide a relaxing and fun resort environment where guests can just be themselves. The institution offers a variety of accommodations, including the Island City Master Suite, Junior Suites, Cabana House, and Pinnacle Deluxe Suites, all specially designed for comfort and relaxation. Guests can enjoy indoor and outdoor amenities such as a tropical pool, jacuzzi, outdoor dining table, private decks, and unforgettable views.

Go SGI Vacation Properties is a premier real estate and travel agency located at 739 Timber Ridge Court in Eastpoint, Florida, United States. Specializing in vacation properties on St. George Island, this institution offers a wide range of rental options for those looking to experience the beauty and tranquility of the area. Whether you are looking for a beachfront villa, a cozy cottage, or a luxury condo, Go SGI Vacation Properties has the perfect accommodation for your getaway. With exceptional customer service and a dedication to making your vacation unforgettable, this agency is your go-to destination for all your vacation rental needs.

All Decked Out is a newly remodeled real estate and travel agency located at 541 East Gulf Beach Drive in Saint George Island, Florida, United States. This beautiful Gulf Beaches property offers stunning views of the Gulf from the expansive front covered deck, complete with rocking chairs for ultimate relaxation. Just one block from the white sandy beaches, this property features a private pool, perfect for unwinding on your Island getaway. The exterior of the property boasts under house concrete parking, a large grassy yard with tropical palm trees, and a refreshing private pool with a waterfall, chaise lounges, and seating for 4. With two convenient entrances, the living spaces are easily accessible from the pool deck and entrance. The breezy deck offers both covered and exposed spaces, perfect for lounging on chaise lounges, rocking chairs, or dining at the table for 6. An additional lookout deck provides a special spot for enjoying a sunset cocktail, while the private outdoor shower with hot and cold water is a must for any beach stay.

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.

Castaways Condominiums is a unique vacation rental complex located on the beautiful Manasota Key in Englewood, Florida. Our one- and two-bedroom beachfront condos are fully furnished and available for short-term vacations, monthly, or seasonal rentals. Situated directly on the beach, guests can enjoy easy access to the sandy shores and stunning views of the Gulf of Mexico. Inspired by a Polynesian tiki village, Castaways Condos offer a blend of exotic south-seas charm with modern amenities. Guests can relax on the private beach, take a dip in the heated pool, or explore the nearby restaurants and shops on Manasota Key.