Staying with family friendly in Islamorada, Florida

The Sunset Inn in Islamorada, Florida is a charming lodging establishment located on the beautiful Overseas Highway. This cozy inn offers comfortable accommodations with a laid-back atmosphere, perfect for a relaxing getaway in the Florida Keys. Guests can enjoy stunning sunsets from the inn's private beach or take a dip in the crystal-clear waters of the Gulf of Mexico. With its convenient location near local attractions, restaurants, and shops, The Sunset Inn is the ideal choice for travelers looking to experience the best of Islamorada. Whether you're seeking a romantic retreat or a family vacation, this quaint inn provides a welcoming and peaceful escape.

Creekside Inn Islamorada is a charming lodging establishment located along the picturesque Old Highway in Islamorada, Florida. Surrounded by lush tropical gardens and just a stone's throw away from the crystal-clear waters of the Florida Keys, this inn offers a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or take a leisurely stroll along the nearby creek. With its convenient location and laid-back atmosphere, Creekside Inn Islamorada is the perfect choice for a memorable vacation in the Florida Keys.

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

Islamorada Vacation Rental is a premier lodging option located at 101 Leoni Drive in Islamorada, Florida. As a combination of a real estate agency and travel agency, we specialize in providing top-quality vacation rentals for visitors looking to experience the beauty and charm of the Florida Keys. Our properties offer a range of amenities and locations, ensuring that guests have a comfortable and memorable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious waterfront home, Islamorada Vacation Rental has the perfect option for you. Book with us today and start planning your dream vacation in paradise.

Island Bay Resort is a tropical oasis located at 92530 Overseas Highway in Tavernier, Florida, United States. Our beachfront location on the Florida Bay offers stunning sunsets and a relaxing atmosphere surrounded by palm trees and flowering plants. Whether you're looking to unwind and escape everyday stress or seeking adventure in the Florida Keys, our resort has something for everyone. Centrally located between Key Largo and Islamorada, just two hours from Key West or the Miami/Ft. Lauderdale area, Island Bay Resort is the perfect destination for your next vacation. Enjoy our tiki huts, hammocks, swimming, snorkeling, boating, and sunbathing on our private beach.

White Gate Court is a family-owned resort located at 76010 Overseas Highway in Islamorada, Florida. We are proud recipients of the 2021 TripAdvisor Award of Excellence, ranking in the top 10% of hotels worldwide. Our charming Old Keys family-style cottages welcome pets of all sizes, making us a true family resort. Each cottage comes with free kayaks, bicycles, fishing rods, and a boat slip, with on-site boat trailer parking available. With 220 feet of bayside water access, guests can snorkel right at the resort and explore our own reef teeming with colorful fish, lobsters, and manatees. The warm, tranquil waters of the Florida Bay are just a few yards away, perfect for swimming, kayaking, and snorkeling. Our accommodations cater to different group sizes, from romantic retreats for honeymooners to spacious cottages for families.

Latitude Key Vacations is a premier real estate and travel agency located at 3324 Northeast 32nd Street in Fort Lauderdale, Florida, United States. Specializing in curating vacation properties across three collections - Villas, Residences, and Homes - our properties are situated in high-end, quiet neighborhoods in Fort Lauderdale, Pompano Beach, Lauderdale-by-the-Sea, West Palm Beach, Islamorada (The Keys), Hollywood, and Delray Beach. We pride ourselves on offering meticulously equipped accommodations with lavish linens, opulent towels, natural Pure Fiji toiletries, and convenient starter kits. Our commitment to providing a perfect vacation experience includes round-the-clock support and additional services to elevate your stay. Our expertly designed villas boast high-end amenities and waterfront tranquility, providing the ultimate vacation experience. Floridian style residences feature heated pools in backyards with lounge areas, ideal for a serene getaway. Explore the unique charm of Fort Lauderdale, Hollywood, Lauderdale-By-The-Sea, Pompano Beach, West Palm Beach, and Delray Beach through our range of properties located in these vibrant destinations. Whether you prefer a beachfront property or a city center location, we offer a variety of accommodations to suit your needs.

Welcome to Best of Both Worlds Resort, a luxurious lodging destination located in the heart of Islamorada, Florida. Situated along the picturesque Overseas Highway, our resort offers the perfect blend of relaxation and adventure, providing guests with the best of both worlds. Our resort features spacious and beautifully appointed rooms, each designed to provide a comfortable and inviting atmosphere for our guests. Whether you're looking to unwind by the pool, indulge in a spa treatment, or explore the natural beauty of the Florida Keys, Best of Both Worlds Resort has something for everyone.

Anglers Reef Vacation Rental is a premier real estate and travel agency located at 109 Anglers Way in Islamorada, Florida. Our vacation rentals offer luxurious accommodations in a picturesque setting, perfect for those looking to escape and unwind in the beautiful Florida Keys. From cozy beachfront cottages to spacious waterfront villas, we have a variety of options to suit every traveler's needs. Our friendly and knowledgeable staff is dedicated to providing top-notch service and ensuring a memorable stay for all our guests. Experience the ultimate tropical getaway at Anglers Reef Vacation Rental.

The Oceanview Inn & Sports Pub is a charming establishment located at 84500 Overseas Highway in Islamorada, Florida. This institution offers a unique combination of bar, food, and lodging, making it the perfect destination for a Keys vacation. The guest rooms at The Oceanview Inn & Pub are clean, comfortable, and have a tropical flair, providing guests with a relaxing and enjoyable stay. Whether you're visiting for a weekend getaway or a longer stay, this inn has everything you need for a perfect vacation.

Matecumbe Resort is a lodging institution located at 76261 Overseas Highway in Islamorada, Florida, United States. Situated on an oceanfront setting, our resort offers 32 recently remodeled units with fully equipped in-suite kitchens. Each unit includes a microwave, stove, refrigerator, pots & pans, toaster, and coffee maker. Additionally, all rooms feature a seating area with a sleeper sofa and an outdoor porch. Relax in our welcoming accommodations that provide all the essentials of home and more. Choose from a variety of room options, all equipped with full kitchens. Our large one-bedroom 1st floor suites offer beautiful views of the grounds and ocean.

Ocean Oasis at Ocean Pointe is a luxurious vacation destination located in Tavernier, Florida. This stunning institution offers a range of amenities including a pool, Jacuzzi, tennis and pickleball courts, a private beach, and a marina. Centrally located between Islamorada and Key Largo, guests can easily explore the surrounding areas and enjoy all that the Florida Keys have to offer. Whether you're looking for a relaxing beach getaway or an active vacation filled with water sports and outdoor activities, Ocean Oasis at Ocean Pointe has something for everyone. Contact our real estate and travel agency at 500 Burton Drive to book your dream vacation today.

Located at 81200 Overseas Highway in Islamorada, Florida, the Kon-Tiki Resort is a charming lodging institution that offers a unique and unforgettable vacation experience. Nestled in the heart of Islamorada, our resort boasts fully-equipped villa accommodations and an unbeatable location on the Florida Bay, making it the perfect destination for those seeking a relaxing getaway. With 23 unit accommodations to choose from, each with its own unique flair, guests can enjoy a range of options including standard rooms, spacious efficiency apartments, and villas complete with a kitchen, living room, and dining area. Our accommodations are designed to provide ultimate comfort and style for our guests.

Islander Bayside Villas is a charming lodging institution situated at 81450 Overseas Highway in the picturesque town of Islamorada, Florida. Nestled along the beautiful bayside, this tranquil retreat offers guests a peaceful and relaxing atmosphere with stunning views of the water. The villas are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for visitors. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Islander Bayside Villas provides the perfect escape in the heart of the Florida Keys.

Located at 83409 Overseas Highway in Islamorada, Florida, the Chesapeake Beach Resort is a stunning seaside lodging destination that exceeds all expectations. As the Sport Fishing Capital of the World, Islamorada offers a relaxed atmosphere and year-round activities for guests to enjoy. Each room at the resort features comfortable beds and a tranquil ambiance, with the option to choose a Garden View room with a private balcony or upgrade to a suite or villa for added luxury. Surrounded by crystal blue waters and white sandy beaches, the resort offers a picturesque setting for a relaxing and breathtaking vacation.

Breezy Palms Resort is a charming lodging destination located in the beautiful Islamorada, Florida. Situated at 80015 U.S. 1, this tropical oasis offers guests a relaxing and unforgettable experience in the heart of the Florida Keys. With cozy accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Breezy Palms Resort is the perfect choice for those looking to unwind and soak up the sun in paradise. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this resort has everything you need for a memorable stay. Book your stay at Breezy Palms Resort and escape to a slice of paradise in Islamorada.

Keys Ocean House is a charming lodging establishment located at 76311 Overseas Highway in the picturesque town of Islamorada, Florida. This quaint and cozy inn offers guests a peaceful and relaxing stay right by the ocean. The rooms are tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the ocean from their rooms or take a leisurely stroll along the beach. The friendly staff is always ready to assist with any requests or recommendations for activities in the area. Whether you're looking for a romantic getaway or a family vacation, Keys Ocean House is the perfect choice for a memorable stay in the Florida Keys.

Pines and Palms Adventures is a travel agency located at 80401 Old Highway in Islamorada, Florida, United States. This family-owned resort offers boutique-style accommodations with oceanfront cottages and suites, creating a peaceful tropical village for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle while staying at this resort. The oceanfront climate-controlled pool allows for a relaxing break in the day, with views of the Atlantic Ocean. Seasonal yoga classes are also available for guests to rejuvenate their body and soul in paradise. Pines and Palms Resort prides itself on personalized service that makes guests feel like family, leading to many returning visitors who appreciate the charm and hospitality offered here.

Island Paradise Villas offers a luxurious and relaxing stay in the beautiful Florida Keys. Located at 75710 Overseas Highway in Islamorada, Florida, this vacation rental agency provides a range of stunning villas for visitors to choose from. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Island Paradise Villas has the perfect accommodation for you. With top-notch amenities, breathtaking ocean views, and convenient access to local attractions, this is the ideal destination for your next vacation in paradise. Book your stay with Island Paradise Villas for a truly unforgettable experience in the Florida Keys.

SuCasa Vacation Rentals is a charming lodging institution located at 77360 Overseas Highway in the picturesque town of Islamorada, Florida. Offering a variety of vacation rental options, SuCasa provides guests with a home away from home experience in the heart of the Florida Keys. Whether you are looking for a cozy cottage by the beach or a luxurious waterfront villa, SuCasa has the perfect accommodation for your vacation needs. With top-notch amenities, personalized service, and a convenient location near local attractions and activities, SuCasa Vacation Rentals is the ideal choice for a memorable stay in Islamorada.