The 30 Best Florida keys vacations in Holiday, Florida

254 results found

Tea Table Key Island Estate & Wedding Venue is a luxurious and exclusive private island located in Islamorada, Florida. This stunning Caribbean island is accessible by car and offers unparalleled privacy and beauty. The estate features a 5 bedroom main home, separate living quarters, pool, cabana, dockage, helipad, and tennis court. With floor to ceiling windows and wraparound views, the main home provides a truly immersive experience of the surrounding waters and Alligator Reef Light. The expansive master bedroom on the second floor offers breathtaking sunrises and sunsets from every window and patio. This vacation rental is available for $25,000 - $35,000 weekly, with additional fees for holiday weddings and events. To inquire about booking this extraordinary property, contact (305) 664-3333 or email rentals@islandvilla.com.

Nesting Vacations is a premier real estate and travel agency located at 200 Grand Key Loop West in Destin, Florida. Our dedicated team specializes in providing luxurious vacation rentals and personalized travel experiences for our clients. Whether you're looking for a beachfront villa, a cozy cabin in the mountains, or a private island getaway, we have the perfect accommodation for you. Let us help you create unforgettable memories on your next vacation. Contact us today to start planning your dream getaway with Nesting Vacations.

AMC Vacation Rentals is a premier real estate and travel agency located at 2301 Aqua Vista Boulevard in Fort Lauderdale, Florida. We specialize in providing luxurious vacation rentals for those looking to experience the beauty and excitement of South Florida. Our team of experienced professionals is dedicated to helping you find the perfect accommodation for your next getaway. Whether you are looking for a beachfront condo, a cozy villa, or a spacious family home, we have a wide selection of properties to choose from. Contact us today to start planning your dream vacation in Fort Lauderdale!

Royal Vacation Resort is a luxurious getaway located at 6900 S Orange Blossom Trail in the heart of Orlando, Florida. This stunning resort offers top-notch accommodations, world-class amenities, and impeccable service to ensure a truly unforgettable vacation experience. With spacious rooms, on-site dining options, a sparkling pool, and convenient access to all of Orlando's top attractions, Royal Vacation Resort is the perfect destination for those seeking a truly royal vacation experience. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply unwind in style, Royal Vacation Resort has everything you need for a truly magical stay.

Hawthorne Hideaway Vacation Rental is a charming real estate and travel agency located at 1158 Hawthorne Avenue in Cedar Key, Florida, United States. Our agency specializes in providing luxurious vacation rentals for visitors looking to escape to the beautiful coastal town of Cedar Key. Our properties offer stunning views, modern amenities, and a peaceful atmosphere for a truly relaxing getaway. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, Hawthorne Hideaway Vacation Rental has the perfect accommodation for you. Book your dream vacation with us today and experience the magic of Cedar Key.

Florida Traverus Travel Join Here is a reputable travel agency located at 2300 Indian Key Drive in Holiday, Florida. We specialize in providing top-notch travel services to individuals looking to embark on unforgettable journeys around the world. Our team of experienced travel agents is dedicated to helping you plan the perfect vacation that suits your preferences and budget. Whether you're looking to book a tropical getaway, a European adventure, or a cruise around the Caribbean, Florida Traverus Travel Join Here has got you covered. Join us today and let us help you turn your travel dreams into reality.

My Florida Getaway is a premier travel agency located at 11951 International Drive in Orlando, Florida. We specialize in creating unforgettable vacations in the Sunshine State, offering personalized itineraries and top-notch customer service. Whether you're looking to explore the theme parks of Orlando, relax on the beautiful beaches of Miami, or immerse yourself in the natural beauty of the Florida Keys, our experienced team is here to help you plan the perfect getaway. Contact us today to start planning your dream vacation in Florida!

Book Your Dream Vacation is a renowned real estate and travel agency located at 6021 Midnight Pass Road in the picturesque Siesta Key, Florida. Our dedicated team of professionals is committed to helping you find the perfect vacation rental or purchase your dream property in this stunning beach destination. Whether you're looking for a cozy beachfront condo or a luxurious villa, we have a wide range of options to suit every taste and budget. Let us turn your vacation dreams into reality at Book Your Dream Vacation.

Holiday Adventure Tours and Boat Rental is a premier travel agency located at 275 Estero Boulevard in Fort Myers Beach, Florida. We specialize in providing unforgettable adventures and experiences for our clients, including boat rentals for exploring the beautiful waters of Florida. Whether you're looking for a relaxing day on the water or an exciting adventure, our knowledgeable staff is here to help you plan the perfect trip. Come visit us and let us help you create memories that will last a lifetime.

All Florida Keys Travel is a premier travel agency located in Key Largo, Florida. Situated at 100210 Overseas Highway, this agency specializes in providing expert guidance and assistance for travelers looking to explore the stunning Florida Keys region. Whether you're seeking a relaxing beach vacation, an adventurous diving excursion, or a romantic getaway, the dedicated team at All Florida Keys Travel is committed to helping you create unforgettable experiences. With their extensive knowledge of the area and personalized service, you can trust that your travel plans are in good hands. Contact All Florida Keys Travel today to start planning your dream vacation in the beautiful Florida Keys.

Florida Keys Boat Charters is a premier travel agency located in Islamorada, Florida. Our expert team specializes in providing top-quality boat charters for exploring the beautiful waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an exciting fishing adventure, we have the perfect charter for you. With our convenient location on Overseas Highway, we make it easy for you to start your unforgettable journey through the stunning Florida Keys. Book your charter with Florida Keys Boat Charters today and experience the ultimate in luxury and adventure on the water.

South Florida Diving Headquarters is a premier travel agency located in Boynton Beach, Florida. We specialize in organizing unforgettable diving excursions in the beautiful waters of South Florida. Our experienced team of professionals are dedicated to providing top-notch service and ensuring a safe and memorable diving experience for all our clients. Whether you are a seasoned diver or a beginner looking to explore the underwater world, South Florida Diving Headquarters has something for everyone. Come visit us at 735 Casa Loma Boulevard and let us help you plan your next diving adventure!

Calypso Dive Charters offers thrilling diving experiences with sharks in the beautiful waters of South Florida. Located at 200 East 13th Street in Riviera Beach, this institution combines the excitement of diving with the opportunity to observe these majestic creatures up close. Whether you're a seasoned diver or a beginner looking to explore the underwater world, Calypso Dive Charters provides expert guidance and top-notch equipment for a safe and unforgettable experience. Book your dive today and discover the magic of diving with sharks in South Florida.

Key Sailing is a premier store and travel agency located at 400 Quietwater Beach Road in Pensacola Beach, Florida, United States. Specializing in all things related to sailing, Key Sailing offers a wide range of products and services for both novice and experienced sailors. From top-of-the-line sailing gear and equipment to expert advice and guided sailing tours, Key Sailing is your go-to destination for all things nautical. Whether you're looking to purchase new gear, book a sailing excursion, or simply learn more about the world of sailing, Key Sailing has you covered. Visit us today and set sail on your next adventure!

Upper Keys Sailing Club is a vibrant and inclusive institution located at 100 Ocean Bay Drive in Key Largo, Florida. Our club offers a range of sailing activities and programs for sailors of all ages and skill levels. Whether you are a seasoned sailor or a beginner looking to learn the ropes, our experienced instructors are here to help you improve your skills and enjoy the beauty of the ocean. Join us at Upper Keys Sailing Club and experience the thrill of sailing in the stunning waters of Key Largo.

Florida Keys and Havana Adventure Tours offers an unforgettable experience exploring the beautiful Florida Keys and the vibrant city of Havana, Cuba. Located at 260 Hibiscus Street in Tavernier, Florida, our tours allow you to immerse yourself in the rich culture, history, and natural beauty of these stunning destinations. Whether you're snorkeling in crystal-clear waters, strolling through historic streets, or savoring delicious Cuban cuisine, our knowledgeable guides will ensure you have a one-of-a-kind adventure. Book your tour today and discover the magic of the Florida Keys and Havana with us.

Cedar Key Golf Carts and Bikes LLC is a store located in the charming coastal town of Cedar Key, Florida. We offer a wide selection of high-quality golf carts and bikes for rent or purchase, perfect for exploring the picturesque streets and scenic surroundings of Cedar Key. Whether you're looking for a leisurely ride around town or a convenient way to get to the beach, our friendly and knowledgeable staff are here to help you find the perfect transportation option for your needs. Visit us at 357 2nd Street to experience the beauty of Cedar Key in a fun and eco-friendly way!

Lost Key Golf & Beach Club is a premier institution located at 625 Lost Key Drive in Pensacola, Florida. 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 par 71 signature designed championship course features Sea Dwarf Paspalum grass from tee to green, ensuring top-quality playing surfaces and green speeds. With five sets of tees on each hole, Lost Key Golf Club caters to players of all skill levels, providing a unique visual and strategic playing experience. As the first golf course in Florida to be certified as an Audubon International Silver Signature Sanctuary, Lost Key is committed to protecting the natural resources of the area while delivering exceptional golf experiences.

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.

Margaritaville in Panama City Beach is a tropical oasis located at 16230 Front Beach Road in Florida. This institution offers a variety of experiences, including a bar, food, and restaurant all in one place. Whether you're looking to relax with a drink or indulge in delicious cuisine, Margaritaville has everything you need for a perfect getaway. With locations in popular destinations such as Las Vegas, Key West, and Orlando, Margaritaville is the ultimate escape for you and your group. In addition to their Panama City Beach location, Margaritaville also offers accommodations at their Beach Cottage Resort, Beach Hotel, and Beach House in various locations around the world. Visit Margaritaville for a taste of paradise in Panama City Beach and beyond.

The Cottage is a charming restaurant located at 153 Avenida Messina in Siesta Key, Florida. This cozy establishment offers a unique dining experience with a menu that features a variety of delicious dishes made from fresh, locally sourced ingredients. The Cottage's warm and inviting atmosphere makes it the perfect spot for a casual meal with friends or a special night out with loved ones. Whether you're looking for a hearty breakfast, a leisurely lunch, or a romantic dinner, The Cottage has something to satisfy every craving. Come and enjoy a delightful meal in this beautiful setting on Siesta Key.

Lazy Days South is a charming oceanfront restaurant located at 725 11th Street Ocean in Marathon, Florida, United States. Indulge in delicious Keys style cuisine while enjoying the laid back atmosphere and stunning views of the Atlantic. The menu features fresh seafood, seafood pastas, vegetarian options, sandwiches, steaks, chicken, and more, all at reasonable prices. You can even have your own catch cooked to perfection. With a full service bar, fabulous desserts, a kids menu, and daily specials, there is something for everyone. Whether you prefer dining on the outside patio to watch the sunset or inside in the cozy atmosphere, Lazy Days South is the perfect venue for any occasion. Large groups and families are always welcome. Contact us at 305-289-0839 or lazydayssouth@att.net. Lunch is served from 11 am to 4 pm, and dinner is served Sunday through Thursday from 4 pm to 9:30 pm, and Friday and Saturday from 4 pm to 10 pm. Come experience the best of Florida Keys dining at Lazy Days South!

Lazy Days is an award-winning restaurant located in Islamorada, Florida, offering the freshest seafood in town. Enjoy oceanfront dining with exquisite Keys-style dishes such as seafood pastas, vegetarian options, sandwiches, certified Angus steaks, and chicken at reasonable prices. The restaurant has been voted "Best Restaurant Overall", "Best Waterfront Dining", "Best Seafood Restaurant", "Best Lunch", and "Best Wait Staff" in the Upper Keys People's Choice Awards. With spectacular views from tables nestled in the sand, an outside upstairs patio overlooking the Atlantic, and a cozy Keys-style atmosphere indoors, Lazy Days offers a unique dining experience. The full-service bar serves a variety of drinks, including craft beers, wines, and specialty cocktails. Don't forget to visit the Lazy Days Seafood Market for the freshest seafood in town and stop by the gift shop for custom t-shirts, hats, and more.

Coco Plum Place is a unique institution located at 98275 Overseas Highway, Key Largo, Florida, United States. This establishment is a combination of a bakery, cafe, clothing store, food, restaurant, and store all in one. Our cafe is the perfect place to relax, recharge, and enjoy healthy and delicious beverages. We take pride in using only the freshest and most natural ingredients in our juices and coffee blends, ensuring that every sip is full of flavor and nutrition. Whether you're in the mood for a refreshing green juice or a rich latte, we have something for everyone.

Rancho Pascual is a charming restaurant located at 103620 Overseas Highway in Key Largo, Florida. This establishment offers a delightful dining experience, serving up delicious and authentic cuisine in a cozy and welcoming atmosphere. Whether you're in the mood for traditional Mexican dishes or American favorites, Rancho Pascual has something for everyone. Come and enjoy a meal with friends and family at this popular dining spot in the heart of Key Largo.

TIRELESS Charters is a renowned food charter located on Ocean Reef Drive in Key Largo, Florida. This institution offers a unique dining experience on the water, with delicious meals served on board a luxurious yacht. Guests can enjoy gourmet cuisine while taking in the stunning views of the Florida coast. With a reputation for exceptional service and exquisite dishes, TIRELESS Charters is the perfect choice for a memorable dining experience in the beautiful surroundings of Key Largo.

Sara Bay Sailing School and Charter is a premier institution located at 4134 Gulf of Mexico Drive in Longboat Key, Florida. Our school offers top-notch sailing lessons and charters for all levels of experience, from beginners to advanced sailors. With a team of experienced instructors and a fleet of well-maintained boats, we provide a safe and enjoyable learning environment for all our students. Whether you are looking to learn the basics of sailing or want to improve your skills, Sara Bay Sailing School and Charter is the perfect place for you. Join us for an unforgettable sailing experience on the beautiful waters of Florida's Gulf Coast.

RhumbLine Sailing is a renowned sailing school located at 3192 Matecumbe Key Road in Punta Gorda, Florida, United States. Our institution offers expert instruction in sailing, navigation, and seamanship, catering to sailors of all levels from beginners to advanced. With a team of experienced instructors and top-of-the-line equipment, RhumbLine Sailing provides a comprehensive and hands-on learning experience for all students. Whether you are looking to learn the basics of sailing or enhance your skills on the water, RhumbLine Sailing is the perfect place to embark on your sailing journey.

Gulf Coast Sailing & Cruising School is a premier institution located at 3192 Matecumbe Key Road in Punta Gorda, Florida. We offer a wide range of courses and programs for individuals looking to learn how to sail or improve their cruising skills. Our experienced instructors provide hands-on training in a safe and supportive environment, ensuring that students gain the knowledge and confidence needed to navigate the open waters. Whether you are a beginner or an experienced sailor, Gulf Coast Sailing & Cruising School has the resources and expertise to help you achieve your sailing goals. Join us and embark on a thrilling adventure on the beautiful Gulf Coast of Florida.

On-Point Scuba Charters is a premier scuba diving school and travel agency located in North Port, Florida. Our experienced instructors offer top-notch scuba diving training for all levels, from beginners to advanced divers. At On-Point Scuba Charters, we also organize exciting dive trips to some of the most stunning underwater locations in Florida and beyond. Whether you're looking to earn your scuba certification or simply want to explore the beautiful marine life, we have the perfect dive experience for you.