The Best Family friendly holiday villas in Islamorada, Florida

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

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 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.

Keys Holiday Rentals is a premier real estate and travel agency located in the beautiful town of Islamorada, Florida. Situated at 83247 Old Highway, our agency specializes in providing luxurious vacation rentals for visitors looking to experience the stunning landscapes and vibrant culture of the Florida Keys. With a wide selection of properties ranging from cozy beachfront cottages to spacious waterfront villas, Keys Holiday Rentals offers something for every traveler. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that your vacation experience is seamless and unforgettable. Whether you are planning a romantic getaway, a family vacation, or a group retreat, let Keys Holiday Rentals help you find the perfect accommodation for your needs. Book with us today and make your dream vacation in the Florida Keys a reality.

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.

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.

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.