The 30 Best Florida keys vacations in Holiday, Florida

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Luxury Coastal Vacations is a premier real estate and travel agency located at 13700 Perdido Key Drive in Pensacola, Florida. Specializing in luxury vacation rentals along the stunning Gulf Coast, our agency offers a wide range of exquisite properties for those seeking a truly unforgettable getaway. From lavish beachfront villas to exclusive penthouse suites, we cater to the discerning traveler looking for a top-notch vacation experience. Our dedicated team of professionals is committed to providing exceptional service and ensuring that every guest has a memorable and relaxing stay. Whether you're looking for a romantic escape, a family retreat, or a group getaway, Luxury Coastal Vacations has the perfect property for you. Experience the ultimate in coastal luxury with us.

Vacation Trip Guides, located at 4228 Oak Run Lane in Tallahassee, Florida, is a lodging and travel agency dedicated to providing unforgettable experiences for travelers. Our mission is to take the hassle out of vacation planning and give you the experience of a lifetime. As the famous quote goes, "The world is a book and those who do not travel read only one page." Our team is ready to help you explore new destinations and dive into local cultures on your next vacation. From all-inclusive resorts to luxury cruises, we have the expertise to plan all types of vacations.

Gulf Tide Vacations is a real estate and travel agency located at 755 Grand Boulevard in Miramar Beach, Florida. Specializing in vacation rentals in Destin, Miramar Beach, Sandestin, and 30-A, Gulf Tide Vacations offers a wide range of properties suitable for every budget. From spacious homes to luxurious condos, each rental comes with modern amenities and on-site features to enhance your Florida vacation experience. With properties located in Central Destin, Crystal Beach, Sandestin, and Miramar Beach, Gulf Tide Vacations provides the perfect beachfront getaway along Florida's Gulf Coast. Whether you're looking for a cozy two-bedroom retreat or a seven-bedroom home for the whole family, Gulf Tide Vacations has something for everyone. Their properties feature high-end finishes, pools, and even street-legal golf carts for your convenience.

Shore Longboat Key is a charming waterfront restaurant located at 800 Broadway Street in Longboat Key, Florida. Offering a delightful dining experience with stunning views of the water, this institution specializes in serving delicious seafood and other culinary delights. Guests can enjoy a relaxing meal in a casual yet elegant atmosphere, perfect for both intimate dinners and group gatherings. With a menu featuring fresh, locally sourced ingredients and a variety of delectable dishes, Shore Longboat Key is a must-visit destination for food enthusiasts looking to savor the flavors of the Gulf Coast.

Located in Key Largo, Florida, the Key Lime Sailing Club and Cottages offers a unique and tranquil waterfront lodging experience. Our self-contained cottages provide everything you need for a relaxing getaway, with no hidden charges. Enjoy the beautiful sunsets from our intimate setting, or explore the local dining and dancing options just a short walk or paddle away. Easy to reach but hard to forget, our hideaway is the perfect place to unwind and enjoy the beauty of the Florida Keys. Book your stay with us today and experience the magic of Key Largo.

ScubaLife-Florida is a premier scuba diving school located at 1680 Smith Street in Orange Park, Florida. Our institution offers a wide range of scuba diving courses for beginners to advanced divers, taught by experienced and certified instructors. Whether you're looking to get certified, improve your skills, or explore the underwater world of Florida, ScubaLife-Florida is the perfect place for you. Join us and discover the beauty and excitement of scuba diving in the Sunshine State!

Lost Key Golf Club, located at 625 Lost Key Drive in Pensacola, Florida, is more than just a golf course - it's a destination for food, health, lodging, and dining. This 18-hole Arnold Palmer Championship public golf course offers players an unparalleled golfing experience. Redesigned by the Arnold Palmer Design Group in 2006, the course features the new Sea Dwarf Paspalum grass for top-quality playing surfaces and green speeds. With five sets of tees on each hole, players of all skill levels can enjoy a unique and strategic playing experience.

Sail Key Largo is a premier travel agency located at 1313 Ocean Bay Drive in Key Largo, Florida. Specializing in sailing adventures and excursions, Sail Key Largo offers a wide range of services including yacht charters, sailing lessons, and guided tours of the stunning Florida Keys. Whether you are a seasoned sailor or a beginner looking to explore the open waters, Sail Key Largo has something for everyone. With a team of experienced sailors and knowledgeable staff, you can trust that your sailing experience with Sail Key Largo will be unforgettable. Plan your next sailing adventure with Sail Key Largo and discover the beauty of the Florida Keys from a whole new perspective.

Seaduction Florida Keys is a unique institution located at 90507 Old Highway in Tavernier, Florida. This establishment offers a wide range of services related to the beautiful Florida Keys, including educational programs, a store with a variety of marine products, and a travel agency specializing in organizing unforgettable trips to this stunning destination. Whether you're looking to learn more about the marine life in the area, purchase quality products for your aquatic adventures, or plan your dream vacation to the Florida Keys, Seaduction has you covered. Visit us today to start your journey of exploration and discovery in this tropical paradise.

Key Dives is a premier dive school and store located at 79851 Overseas Highway in Islamorada, Florida. Our institution offers a wide range of scuba diving courses for all skill levels, from beginners to advanced divers. Our experienced instructors provide personalized training in a safe and supportive environment. In addition to our courses, Key Dives also offers a variety of high-quality dive gear and equipment for purchase. Whether you are looking to learn how to dive or upgrade your gear, Key Dives is your go-to destination for all things scuba diving in the beautiful waters of Florida Keys.

Key West Express Boutique is a trendy clothing store located at 730 Broadway in Dunedin, Florida. Offering a curated selection of stylish and unique clothing items, accessories, and footwear, this boutique is a must-visit destination for fashion-forward individuals looking to elevate their wardrobe. Whether you're in search of a statement piece for a special occasion or simply want to update your everyday look, Key West Express Boutique has something for everyone. Stop by and discover the latest fashion trends in a welcoming and chic atmosphere.

Ocean Pointe Suites at Key Largo is a luxurious lodging institution located at 500 Burton Drive in Tavernier, Florida. Situated on a private 60-acre oceanfront sanctuary, this all-suite resort offers spacious condo rentals with stunning views of the Atlantic Ocean. Guests can enjoy a private sandy beach, Jr. Olympic size pool, deep-water marina, and 2 tennis courts, among other amenities. The resort is the perfect destination for those looking to relax and soak up the sun in the Florida Keys. Activities such as snorkeling, scuba diving, fishing, and eco-tours are available nearby, providing endless opportunities for fun and adventure. Whether you're planning a romantic getaway, a family vacation, or a group event, Ocean Pointe Suites at Key Largo has something for everyone.

The Pelican Key Largo Cottages is a charming lodging institution located at 99446 Overseas Highway in Key Largo, Florida, United States. Offering waterfront cottages and suites, guests can experience the beauty of the Florida Keys right on Florida Bay. Whether you're looking to relax on the beach, enjoy world-class dining, or try your hand at fishing, there's something for everyone to enjoy. The Pelican also serves as a magical wedding destination, with an intimate beach area and reception space available for couples to make their dream wedding a reality. With its tropical atmosphere and ideal location, The Pelican Waterfront Cottages offers a truly unforgettable experience in the Florida Keys.

Escape to the beautiful Key Largo Houseboat, located at 13 Seagate Boulevard in Key Largo, Florida. This unique lodging experience offers guests the chance to stay in a cozy houseboat right on the water. Enjoy stunning views of the ocean, relax on the deck, and take in the peaceful surroundings. The Key Largo Houseboat is the perfect retreat for those looking for a one-of-a-kind vacation experience in the heart of the Florida Keys. Book your stay today and make memories that will last a lifetime.

Best Western Gateway To The Keys is a charming lodging institution located at 411 South Krome Avenue in Florida City, Florida. Situated just a short drive away from the beautiful Florida Keys, this hotel serves as the perfect gateway to all the wonders the area has to offer. Guests can enjoy comfortable accommodations, modern amenities, and friendly service during their stay. Whether you are visiting for business or leisure, Best Western Gateway To The Keys provides a convenient and welcoming home base for your travels in South Florida.

Experience a truly unique and vintage getaway at Burns Square Historic Vacation Rentals in downtown Sarasota, Florida. Our lovingly restored 1920s gem offers a stay like no other, with original works of art, antique furnishings, and all the amenities you need for a comfortable and enjoyable stay. Located in a vibrant area of downtown Sarasota, our Mediterranean-style property exudes old-world charm and character. The building is adorned with artist’s murals and bursts of color, creating a truly immersive experience. Just a short distance from downtown and minutes away from the beautiful beaches of Lido Key and Siesta Key, our location is perfect for those looking for a memorable vacation.

Siesta Key Beachside Villas is a charming lodging option located at 124 Columbus Boulevard in the beautiful city of Sarasota, Florida, United States. Situated just steps away from the pristine white sands and crystal-clear waters of Siesta Key Beach, this beachside retreat offers guests a relaxing and luxurious stay. The villas are tastefully decorated and equipped with modern amenities, providing a comfortable and convenient home away from home. Whether you're looking to unwind by the pool, explore the vibrant local area, or simply soak up the sun on the beach, Siesta Key Beachside Villas is the perfect choice for your next vacation getaway.

Sea Crest On Siesta Key is a luxurious lodging institution located at 1129 Seaside Drive in Sarasota, Florida, United States. Situated just steps away from the pristine white sands of Siesta Key Beach, this institution offers comfortable accommodations with stunning ocean views. Guests can relax by the pool, enjoy beach access, and explore the nearby shops and restaurants. With its prime location and upscale amenities, Sea Crest On Siesta Key is the perfect destination for a beach getaway in Florida.

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.

ScubaTech Key Largo is a premier scuba diving store located at 99101 Overseas Highway in Key Largo, Florida. Our store is a one-stop shop for all your scuba diving needs, offering a wide range of equipment, gear, and accessories for divers of all levels. Whether you are a beginner looking to get certified or an experienced diver in need of new equipment, our knowledgeable staff is here to help. We also offer guided dive tours and courses for those looking to explore the beautiful underwater world of Key Largo. Come visit us at ScubaTech Key Largo and let us help you make your diving dreams a reality.

The Key Largo Yacht Club Drive Marina is a versatile establishment located at 107690 Overseas Highway in Key Largo, Florida. This institution offers a variety of services including food and liquor sales, storage facilities, a store for all your boating needs, and even a travel agency to help you plan your next adventure. Whether you're a local resident or a visitor to the area, Key Largo Yacht Club Drive Marina has everything you need to make your time in Key Largo memorable and convenient.

Sand Key Park is a popular tourist attraction located at 1060 Gulf Boulevard in Clearwater, Florida. Spanning 95 acres, the park features two distinct areas of beach and park, offering visitors a white sandy beach with seasonal lifeguards and opportunities to spot nesting sea turtles from April to October. The park also boasts benches for observing the salt marsh that supports native wildlife. Visitors can access online services for permitting, inspection scheduling, and fee payments 24/7. For those planning a wedding or special event at the park, arrangements must be made through the vendor, Bon Appetit Group Inc. Additional fees may apply.

iTrip Vacations Siesta Key (Sarasota-Venice) is a real estate and travel agency located at 5774 South Tamiami Trail in Sarasota, Florida, United States. Specializing in vacation rental management in Sarasota County, including Siesta Key, Lido Key, Casey Key, Nokomis, Osprey, and Venice, iTrip offers homeowners the opportunity to maximize their revenue with competitive rental rates, high bookings, and satisfied guests. With low fees, free maintenance, exposure on over 85 international websites, and no repair markup or rotation penalties, iTrip ensures that properties listed with them reach millions of potential renters through extensive advertising, marketing, and social media efforts. Contact iTrip Beaches of Sarasota today to increase your vacation rental income while reducing your workload.

Fiesta Key RV Resort and Marina is a picturesque campground and lodging destination located at 70001 Overseas Highway in Layton, Florida. Situated on a beautiful stretch of the Florida Keys, this resort offers a serene and relaxing atmosphere for guests to enjoy. With spacious RV sites, cozy cabins, and a variety of amenities, including a marina, swimming pool, and on-site restaurant, Fiesta Key is the perfect place to unwind and take in the natural beauty of the surrounding area. Whether you're looking for a peaceful retreat or a fun-filled vacation, Fiesta Key RV Resort and Marina has something for everyone.

Holiday Inn Pool at 99701 Overseas Highway in Key Largo, Florida, United States is a refreshing oasis for guests looking to relax and unwind during their stay. The pool area is beautifully landscaped and offers a serene atmosphere for lounging in the sun or taking a refreshing dip in the crystal-clear waters. Guests can enjoy poolside service, comfortable lounge chairs, and stunning views of the surrounding tropical paradise. Whether you're looking to soak up the sun or cool off after a day of exploring Key Largo, the Holiday Inn Pool is the perfect spot to unwind and enjoy a leisurely day in paradise.

Luxury Rental IN is a luxurious lodging option located at 10 Exuma Road in Key Largo, Florida, United States. Situated in the heart of Ocean Reef®, this institution offers a perfect retreat for families looking to enjoy the amenities of the area. The property features a stunning Great Room with a soaring 22-foot ceiling and a flatscreen TV, an upstairs Den with a pull-out sofa and wet bar area, and a covered patio with retractable screens and a large outdoor TV. Guests can also enjoy a large heated swimming pool with ledge loungers and a built-in landing, ideal for keeping an eye on small children. The second upstairs deck overlooks Villa Cay Park, providing a wonderful spot for star-gazing and watching holiday fireworks. Daily rates are available, with negotiable options for longer stays. Please note that cleaning fees are not included.

Escape to relaxation at the Holiday Inn hot tub in Key Largo, Florida. Located at 99701 Overseas Highway, this luxurious facility offers a tranquil oasis for guests to unwind and rejuvenate. Take a dip in the soothing waters of the hot tub and let your worries melt away. Whether you're on a romantic getaway or a family vacation, the Holiday Inn hot tub is the perfect spot to unwind and enjoy the beautiful surroundings of Key Largo. Soak in the warm waters and feel your stress disappear at this idyllic retreat in the heart of the Florida Keys.

Lover's Key Beach Club is a charming lodging option located at 6090 Estero Boulevard in Fort Myers Beach, Florida. Situated right on the picturesque shores of the Gulf of Mexico, this beachfront resort offers guests a relaxing and unforgettable stay. With its stunning views, pristine sandy beaches, and luxurious accommodations, Lover's Key Beach Club is the perfect destination for couples looking for a romantic getaway or families seeking a fun-filled vacation. Whether you're lounging by the pool, exploring the nearby attractions, or simply enjoying the sunsets over the water, this hidden gem is sure to make your stay in Florida truly special.

The Holiday Inn Pool Bar is a tropical oasis located at 99701 Overseas Highway in Key Largo, Florida. This vibrant bar offers a relaxing atmosphere where guests can enjoy refreshing drinks and light bites while lounging by the pool. With a variety of cocktails, beers, and wines on offer, the Holiday Inn Pool Bar is the perfect spot to unwind and soak up the Florida sunshine. Whether you're looking to cool off with a swim or simply relax with a drink in hand, this bar is the ideal destination for a laid-back afternoon in paradise.

NARBONA Key Biscayne is a charming restaurant located at 260 Crandon Boulevard in Key Biscayne, Florida, United States. This institution offers a unique dining experience with a focus on delicious food and a welcoming atmosphere. Guests can enjoy a variety of culinary delights in a stylish setting, perfect for a casual meal or a special occasion. Come and indulge in a culinary adventure at NARBONA Key Biscayne.