TOP 10 Lifestyle resort in Islamorada, Florida

Located at 80401 Old Highway in Islamorada, Florida, the Pines and Palms Resort is a charming lodging institution that offers boutique-style accommodations right on the Atlantic Ocean. The resort is designed as a peaceful tropical village, with oceanfront cottages and suites for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle that embodies the essence of Keys life. The resort boasts an oceanfront climate-controlled pool for relaxation, as well as seasonal yoga classes for rejuvenation. With personalized service and genuine hospitality, guests are welcomed as family at Pines and Palms Resort. Visitors can take advantage of complimentary kayaks, paddle boards, and bike rentals, as well as sunset sails and private fishing charters for added adventure.

Sea La Vie Beach Boutique is a charming clothing store located in Islamorada, Florida, United States. Situated at 80431 Old Highway, this boutique offers a curated collection of stylish beachwear, resort wear, and accessories for both men and women. With a laid-back coastal vibe, Sea La Vie Beach Boutique is the perfect destination for those looking to update their vacation wardrobe or find the perfect outfit for a day at the beach. Whether you're in search of flowy sundresses, trendy swimwear, or unique beach accessories, this boutique has something for every beach lover. Visit Sea La Vie Beach Boutique and let the sea inspire your style.

Located at 81801 Overseas Highway in Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious retreat surrounded by turquoise waters, towering palms, and calm breezes. This oceanfront resort invites guests to experience barefoot luxury and embrace the laid-back lifestyle of the Florida Keys. With a range of thrilling activities, luxurious accommodations, exceptional dining options, and unparalleled relaxation, Cheeca Lodge & Spa promises an unforgettable getaway. Whether you're looking to celebrate love with a picturesque oceanfront wedding or host a productive corporate retreat, Cheeca Lodge & Spa offers the perfect venue. With over 15,000 square feet of meeting space, impeccable service from event planners, and a stunning backdrop of the Atlantic ocean, this resort is ideal for weddings, sales meetings, conferences, and more.

Rain Barrel Village, located at 86700 Overseas Highway in Islamorada, Florida, is a unique institution that combines an art gallery, park, store, and tourist attraction all in one. For over 40 years, it has been a popular destination for both tourists and locals, offering a tropical oasis filled with specialty shops, galleries, and boutiques showcasing local art, handmade crafts, custom jewelry, fashionable resort wear, and unique souvenirs. One of the main attractions at Rain Barrel Village is Betsy the Lobster, a 30-foot-tall, 40-foot-long sculpture that serves as a symbol of Florida Keys wildlife. Visitors can't resist taking a picture with this iconic landmark, making it one of the most photographed spots in the Florida Keys.

American Caribbean Real Estate in Key Largo, Florida Keys is a reputable real estate agency with over 30 years of experience exceeding the expectations of buyers and sellers in the Florida Keys market. With locations in Islamorada and Key Largo, the agency has established a strong reputation for integrity, professionalism, and unparalleled market expertise. Affiliated with Christie's International Real Estate, American Caribbean is recognized as a leader in the luxury real estate market, with billions of dollars in closed sales and listings. Their dedicated sales team and administrative staff ensure a seamless and successful real estate experience. Choose American Caribbean Real Estate for a brokerage that has earned its place in the local and international real estate arena. Let them show you the Keys you don’t see from U.S. 1.

Beacon Reef Condominiums is a luxurious waterfront property located at 83201 Old Highway in Islamorada, Florida. These stunning condominiums offer breathtaking views of the ocean and are surrounded by lush tropical landscaping. Residents can enjoy resort-style amenities such as a pool, fitness center, and private beach access. The spacious units feature modern finishes and open floor plans, perfect for entertaining guests or relaxing in style. With its prime location in the heart of the Florida Keys, Beacon Reef Condominiums is the perfect place to call home for those seeking a peaceful and upscale coastal lifestyle.

Executive Bay Club is a premier institution located at 87200 Overseas Highway in Islamorada, Florida. It offers a luxurious and exclusive experience for its members, featuring top-notch amenities and services. With stunning views of the surrounding area and access to a range of recreational activities, Executive Bay Club is the perfect destination for those seeking a high-end lifestyle in the heart of the Florida Keys. Whether you're looking to relax by the pool, enjoy a game of tennis, or indulge in gourmet dining, this institution has everything you need for a truly unforgettable experience.

Pineapple Beach is a premier real estate and travel agency located at 130 Aregood Lane in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals is dedicated to helping clients find their dream beachfront property or plan the perfect tropical getaway. With a focus on personalized service and attention to detail, Pineapple Beach is committed to making your real estate or travel experience seamless and unforgettable. Contact us today to start your journey to paradise.

Located on Overseas Highway in Islamorada, Florida, Captain Ian Bellino is a travel agency that offers a unique and authentic Florida Keys experience. The agency is affiliated with Pines and Palms Resort, a family-owned resort that exudes the laid-back lifestyle of the Keys. Guests can enjoy oceanfront cottages and suites, a climate-controlled pool with stunning views, and personalized service that makes them feel like family. From complimentary water sports equipment to sunset sails and private fishing charters, there is no shortage of activities to enjoy. Islamorada is the perfect midpoint between South Florida and Key West, offering a tropical paradise with blooming bougainvilleas, world-class fishing, and family-friendly attractions. Come dance to the rhythm of the tides and experience the genuine hospitality of Captain Ian Bellino and Pines and Palms Resort.

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.