TOP 30 Florida keys vacations in Holiday, Florida

Ocean Pointe Suites is a charming lodging institution located at 92530 Overseas Highway in Tavernier, Florida. Situated right on the waterfront, this resort offers stunning views of the ocean and easy access to the beach. The suites are spacious and well-appointed, perfect for a relaxing getaway or a family vacation. Guests can enjoy amenities such as a swimming pool, tennis courts, and a fitness center. With its convenient location and comfortable accommodations, Ocean Pointe Suites is the perfect choice for those looking to experience the beauty of the Florida Keys.

Ocean Shore Villas is a luxurious seaside retreat located at 133 Ocean Bay Drive in Key Largo, Florida. Nestled along the stunning coastline of the United States, this institution offers unparalleled views of the ocean and a serene atmosphere for guests to relax and unwind. The villas are elegantly designed and equipped with modern amenities to ensure a comfortable stay. Whether you are looking for a romantic getaway or a family vacation, Ocean Shore Villas is the perfect destination for a memorable experience by the sea.

Manatee Bay Marina, LLC is a unique vacation experience located at 999 Morris Avenue in Key Largo, Florida. This holistic vacation destination offers comfortable self-catering accommodations with stunning views, a communal pool, and included amenities such as kayaks and stand-up paddle boards. Guests can also take advantage of on-site boat rentals and boat captain services, making it the perfect base for exploring the Florida Keys, the Everglades, and Miami. With luxury amenities, personalized service, and a convenient location, Manatee Bay Marina is the ideal choice for a memorable vacation in Key Largo.

KeysVacationHouse.com is a premier real estate and travel agency located at 88005 Overseas Highway in Islamorada, Florida. Specializing in luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide selection of stunning properties for visitors to choose from. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, we have the perfect vacation house to suit your needs. Our team of experienced agents is dedicated to providing exceptional customer service and helping you find the ideal accommodation for your dream getaway. Book your next vacation with KeysVacationHouse.com and experience the ultimate in comfort and relaxation in the tropical paradise of the Florida Keys.

Venetian Tropics is a luxurious lodging and real estate agency located at 106 San Remo Drive in the stunning Islamorada, Florida. Nestled in the heart of the Florida Keys, this institution offers a unique blend of tropical charm and Venetian elegance. Whether you are looking for a relaxing vacation rental or seeking to invest in a piece of paradise, Venetian Tropics has a team of expert agents ready to assist you. With a prime location near the turquoise waters of the Atlantic Ocean, guests and clients alike can enjoy the ultimate tropical getaway experience. Book your stay or find your dream property with Venetian Tropics today!

Located at 209 Andros Road in Key Largo, Florida, 209Andros.com is a real estate and travel agency institution that offers a unique and luxurious experience for guests. Situated just steps away from The Inn, Buccaneer Island, Carysfort Hall, and The Marina, our guests enjoy the convenience of being in the heart of all the action at Ocean Reef. Our guests choose us again and again for three main reasons. Firstly, time matters, especially on vacation, and our guests want to maximize every minute of their precious holiday. With our modern beach house just seconds away from all the best amenities and activities, including pools, restaurants, and fitness centers, guests can easily walk everywhere without worry.

Ocean Reef Condo is a luxurious oceanfront property located at 8 Marlin Lane in Key Largo, Florida. This stunning condominium offers breathtaking views of the ocean and access to pristine beaches, making it the perfect getaway for those seeking a relaxing and rejuvenating vacation. With spacious and elegantly furnished suites, state-of-the-art amenities, and top-notch service, Ocean Reef Condo provides guests with a truly unforgettable experience. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply soak in the natural beauty of the surroundings, Ocean Reef Condo is the ideal destination for your next holiday.

Hillsboro Recreational Cottages is a charming lodging institution located on the picturesque Hillsboro Mile in Hillsboro Beach, Florida. Nestled along the stunning coastline of the United States, this quaint retreat offers cozy cottages for guests looking to unwind and relax in a peaceful setting. Each cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. With its convenient location near the beach, guests can enjoy a variety of recreational activities such as swimming, sunbathing, and water sports. Whether you're seeking a romantic getaway or a fun-filled family vacation, Hillsboro Recreational Cottages provides the perfect accommodation for a memorable stay in Florida.

Mickey's Sunny Mansion is the perfect vacation home for your family in Florida. Located just minutes away from Disney, this spacious seven-bedroom house offers all the amenities you need to make your stay comfortable and enjoyable. With two washing machines, two dryers, and two dishwashers, you can spend less time on chores and more time with your loved ones. The house features a game room, large patio area, and a private pool and spa for relaxation. Each room is beautifully decorated and designed to make your family feel at home. The kitchen is fully equipped with modern appliances, and the living room offers a cozy space to relax with a 70-inch 4k TV and Amazon Alexa. The house also has two master bedrooms, each with a king-sized bed and ensuite bathroom. The other bedrooms are themed with popular Disney characters like Belle, Walt Disney, and Mickey Mouse. The house also has a second master bedroom with its own ensuite bathroom. The air-conditioned game room includes a full-size pool table, air hockey table, arcade games, and a second refrigerator. Mickey's Sunny Mansion is located in the gated community of Emerald Island, with easy access to shopping, dining, and attractions. With its convenient location and luxurious amenities, this vacation home is the perfect choice for your family getaway in Florida.

Gertrude Rentals, located at 360 Canal Road in Siesta Key, Florida, is a real estate and travel agency offering over 60 units in the Beach Village or Lagoon area. With only the best locations available, there is a perfect fit for every group and budget. The team at Gertrude Rentals consists of natives, transplants, visitors, and locals who all share a common goal of understanding the importance of your vacation time. Situated near North America's best white sand beaches, our units are within walking distance to world-famous shopping, dining, and entertainment. Each unit offers unique features such as private pools, ocean-views, lagoon front decks, lazy hammocks, tiki-huts, and rooftop sun-decks. Whether you are looking for a relaxing beach vacation or an adventure-filled getaway, Gertrude Rentals has something for everyone.

Located at 1200 Siesta Bayside Drive in Siesta Key, Florida, Gulf & Bay Club Bayside is a real estate and travel agency offering stylish accommodations and residential-style amenities for a tranquil retreat. Nestled amidst serene waterways and lush greenery, this tropical hideaway provides a haven of comfort and relaxation. Guests can unwind by two heated swimming pools, stay active in the fitness center, or enjoy friendly matches on the tennis and pickleball courts. Each individually owned residency offers convenience with a private garage and in-unit washer and dryer. Just a short stroll away from Siesta Key Village, guests can easily explore the stunning Siesta Key and Crescent Beach, with golf-cart taxis and the Siesta Key tram available for transportation. Escape to this personalized retreat in Siesta Key and indulge in the best of tropical living at Gulf & Bay Club Bayside.

Beach House on Siesta is a premier real estate and travel agency located at 669 Avenida De Mayo in the beautiful Siesta Key, Florida. Our agency specializes in providing luxurious beachfront properties for sale or rent, offering stunning views and top-notch amenities. Whether you are looking to invest in a vacation home or plan a dream getaway, our team of experienced agents is here to assist you every step of the way. Escape to paradise with Beach House on Siesta and experience the ultimate beachfront living in the United States.

Oasis Home Rental LLC is a premier rental agency located at 985 Dartmoor Circle in Nokomis, Florida. We offer a wide range of luxurious and well-appointed vacation homes for short-term rentals in the beautiful and sunny state of Florida. Our properties are meticulously maintained and fully equipped to provide guests with a comfortable and unforgettable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Oasis Home Rental LLC has the perfect property for your next getaway. Contact us today to book your dream vacation rental in Florida!

Captain Stewys Charters is a premier travel agency located at 400 Ocean Drive in Key Largo, Florida. Specializing in chartering fishing and boating trips, Captain Stewys Charters offers unforgettable experiences on the crystal-clear waters of the Florida Keys. With expert captains and top-of-the-line equipment, guests can expect a day filled with adventure and excitement. Whether you're looking to reel in the big catch or simply soak up the sun on a leisurely cruise, Captain Stewys Charters has something for everyone. Book your trip today and make memories that will last a lifetime.

Estero Blvd @ Egret St is a transit station located in Fort Myers Beach, Florida, United States. This station serves as a key transportation hub for locals and visitors alike, providing convenient access to various destinations in the area. Whether you are looking to explore the beautiful beaches, vibrant downtown area, or other attractions in Fort Myers Beach, Estero Blvd @ Egret St is the perfect starting point for your journey. With its central location and easy accessibility, this transit station is a popular choice for commuters and travelers seeking a seamless and efficient way to get around the city.

Divebase International's Mexico Beach Marine is a premier diving institution located in Port St. Joe, Florida, United States. With a focus on marine conservation and education, Divebase International offers a range of diving courses and expeditions for divers of all levels. The institution boasts state-of-the-art facilities and experienced instructors, ensuring a safe and memorable diving experience for all visitors. Explore the stunning underwater world of Mexico Beach Marine with Divebase International and discover the beauty and diversity of marine life in this unique location.

Mizner's Dream is a renowned tourist attraction and travel agency located at 390 Alton Road in Miami Beach, Florida. This institution offers visitors a unique and immersive experience, showcasing the beauty and charm of the local area. From guided tours to personalized travel itineraries, Mizner's Dream caters to all types of travelers looking to explore the best of Miami Beach and beyond. With a team of knowledgeable and friendly staff, visitors can expect top-notch service and insider tips to make their trip truly unforgettable. Come and discover the magic of Miami Beach with Mizner's Dream as your guide.

PoolHomes4Rent is a reputable real estate agency located at 7549 Lake Andrea Circle in the picturesque town of Mount Dora, Florida. Specializing in luxurious vacation rentals with private pools, this agency offers a wide range of stunning properties for short-term stays. Whether you're looking for a relaxing getaway or a fun-filled family vacation, PoolHomes4Rent has the perfect accommodation for you. With top-notch customer service and a dedication to providing guests with a memorable experience, this agency is the go-to choice for those seeking a truly unforgettable stay in the Sunshine State.

The Visitors Information Center is a travel agency located at 15500 Perdido Key Drive in Pensacola, Florida, United States. With additional locations at 1401 East Gregory St in Pensacola, and 7 Casino Beach Blvd in Pensacola Beach, the center provides information on the Pensacola Bay Area. Whether you're looking for local restaurants, historic attractions, or shopping opportunities, the center can help you make the most of your visit. From the sugar-white beaches of Pensacola Beach to the Southern sanctuary of Perdido Key, there is something for everyone to enjoy in this beautiful area. With its convenient locations and helpful staff, the Visitors Information Center is your one-stop shop for all things Pensacola.

Southern Country Sailing is a premier travel agency located at 214 Harbor Boulevard in Destin, Florida. Specializing in sailing adventures in the southern United States, this institution offers unforgettable experiences on the open waters. Whether you're looking to relax on a luxurious yacht or embark on a thrilling sailing expedition, Southern Country Sailing has something for everyone. With expert guides and top-notch equipment, you can trust that your journey with Southern Country Sailing will be safe, enjoyable, and truly unforgettable. Book your sailing adventure today and set sail for an experience of a lifetime.

Vitamin Sea Sailing Charters is a premier travel agency located in Destin, Florida, United States. Specializing in sailing charters, they offer unforgettable experiences on the crystal-clear waters of the Gulf of Mexico. Whether you're looking for a relaxing sunset cruise, a thrilling adventure on the open sea, or a romantic getaway for two, Vitamin Sea Sailing Charters has something for everyone. Their experienced crew and top-of-the-line sailboats ensure a safe and enjoyable experience for all passengers. Book your next nautical adventure with Vitamin Sea Sailing Charters and make memories that will last a lifetime.

HydroJet Boat Tours is a premier travel agency located at 102 Harbor Boulevard in Destin, Florida. Offering thrilling and unforgettable experiences on the water, our tours provide guests with the opportunity to explore the stunning coastline of Destin from a unique perspective. Our state-of-the-art hydrojet boats are specially designed for speed and agility, ensuring an exhilarating ride for all passengers. Whether you're seeking a leisurely sightseeing tour or an adrenaline-pumping adventure, HydroJet Boat Tours has something for everyone. Come join us for an unforgettable experience on the water!

Sun Dogs Parasailing is the premier destination for thrill-seekers in Destin, Florida. Located at 116 Harbor Boulevard, our tourist attraction and travel agency offers the safest and most experienced parasailing rides in the area. With a focus on safety and customer satisfaction, our team is dedicated to providing an unforgettable experience for all visitors. Whether you're a first-time flyer or a seasoned adventurer, Sun Dogs Parasailing is the perfect choice for an exhilarating parasailing experience. Contact us for pricing and availability, and get ready to soar high above the beautiful waters of Destin with Sun Dogs Parasailing.

Ozello Boats - Airboat Tours offers an unforgettable experience in Crystal River, Florida. As the Manatee Capitol of the world, there is always a chance to see these gentle giants during our tours. Explore St. Martins Reef, one of the largest natural reefs on the gulf coast, and discover underwater caves, springs, sponge beds, and a variety of marine life. Our RV Resort and Lodging at Ozello Keys offers waterfront accommodations with boat slips. For all your paddle needs, visit our sister company River Adventure Tours in Homosassa, located at the head springs of the Homosassa River. Encounter dolphins on every tour and explore the rich history of the Old Florida community, with sites like the famous "Isle of Knowledge" school and former US presidents' hunt camps.

Crystal River Sunset Tours is a premier travel agency located at 215 Northeast 3rd Street in Crystal River, Florida. Specializing in fishing charters, Crystal River is known for having some of the best fishing in the entire state. With its unique estuaries and expansive mangroves, anglers of all skill levels can enjoy a variety of fishing opportunities, from sight casting in shallow waters to offshore grouper and cobia fishing. Led by experienced Captain Memphis, Crystal River Sunset Tours offers customizable fishing charters tailored to meet the expectations and skill levels of each group. Whether you're a seasoned angler looking for a challenge or a family new to fishing, the tours can accommodate up to 6 people on an inshore fishing charter, or up to 2 people on backcountry and fly fishing charters.

Captain Tom's Custom Charters is a premier travel agency located in Silver Springs, Florida. We specialize in providing custom charter experiences for those looking to explore the beautiful waters of Florida. Our experienced captain, Captain Tom, will create a personalized itinerary based on your interests and preferences. Whether you're looking for a relaxing day on the water or an exciting fishing excursion, Captain Tom's Custom Charters has you covered. Join us at 13595 Northeast 1st Street Road for an unforgettable adventure on the water.

Hog Tide Fishing Charters is a premier travel agency located at 3320 South Michigan Boulevard in Homosassa, Florida, United States. Specializing in fishing charters, they offer unforgettable experiences for anglers of all levels. With experienced guides and top-of-the-line equipment, Hog Tide Fishing Charters guarantees an exciting and successful fishing trip in the beautiful waters of Florida. Book your adventure today and reel in the catch of a lifetime!

AMI Charter Fishing is a travel agency located at 107 Pine Avenue in Anna Maria, Florida, United States. They specialize in offering Sunset Cruises, Dolphin Tours, and Fun Fishing experiences. With guaranteed fish catches, their Family Fun Fishing Charters are perfect for all ages and group sizes, accommodating up to 6 people. Their native captains provide a local's perspective on the beautiful Gulf of Mexico and surrounding waters of Anna Maria Island, Longboat Key, and Sarasota Bay. Experience the best sunsets on earth with their evening cruises, where you can watch dolphins, learn about the local area and wildlife, and witness the sun setting into the Gulf of Mexico. Beer, wine, and snacks are welcome on these private tours. Get up close to wild dolphins and local wildlife on their private adventure tours, cruising the local waterways and stopping at secluded sandbars and beaches only accessible by boat.

Tanks-A-Lot Dive Charters is a premier travel agency located in Clearwater, Florida, offering unforgettable diving experiences in the crystal-clear waters of the Gulf of Mexico. With a team of experienced divers and top-of-the-line equipment, guests can explore stunning underwater landscapes and encounter a variety of marine life. Whether you're a seasoned diver or a beginner looking to try something new, Tanks-A-Lot Dive Charters has something for everyone. Book your next adventure with us and dive into the beauty of the ocean like never before.

Aqua Sol Adventures is a renowned travel agency located at 4630 29th Avenue South, Gulfport, Florida, United States. Recognized as the BEST OF FLORIDA vacation destination by the Guide to Florida, Aqua Sol Adventures offers unique boating tours that go beyond a typical boat ride. With a focus on providing a worry-free experience, all you need to bring is yourself, a towel, and your favorite beverage to enjoy a day in paradise. Our boating tours include activities such as snorkeling, shelling, exploring, and relaxing sunset cruises. We have been honored with consecutive awards for being the best vacation destination in Florida, based on customer votes and nominations. Our boating destinations range from Gulfport Municipal Marina to Egmont Key, offering a variety of experiences for you and your group.