Top 10 Luxury Hotels in Islamorada for Your Dream Getaway

Islamorada, known as the “Village of Islands,” is one of the most picturesque destinations in the Florida Keys. With its turquoise waters and spectacular sunsets, it’s a paradise for travelers seeking both adventure and relaxation. Whether you’re planning a family vacation, a romantic getaway, or a solo trip, finding the right accommodation can make all the difference. This blog post details a curated list of the best hotels in and around Islamorada, showcasing each property’s unique charm, amenities, and experiences. From luxurious beachfront resorts to intimate boutique hotels, and everything in between, we’ve got you covered.

Baker’s Cay Resort Key Largo, Curio Collection by Hilton

Baker’s Cay Resort is a premier getaway in Key Largo, just a short distance from Islamorada. This resort offers an idyllic blend of natural beauty and modern comfort. Nestled on 13 acres of lush, tropical grounds, it features a private beach, two swimming pools, and various water sports activities. Guests can enjoy kayaking, paddle boarding, or simply lounging under the swaying palms. The accommodations at Baker’s Cay are designed with a stylish, coastal flair. Spacious rooms and suites come equipped with private balconies, many of which offer breathtaking views of the bay. Dining here is an experience in itself, with the resort’s signature restaurant serving fresh, local seafood and innovative cocktails. Additionally, the on-site wellness center offers various treatments, ensuring a genuinely rejuvenating stay.

Little Palm Island Resort & Spa

For an ultra-luxurious escape, Little Palm Island Resort & Spa is the epitome of exclusivity and serenity. Accessible only by boat or seaplane, this secluded paradise offers an intimate experience in a lush tropical setting. With just 30 thatched-roof bungalow suites, privacy and tranquility are guaranteed. Each suite boasts elegant interiors, outdoor showers, and private verandas with stunning ocean views. The resort’s spa provides a plethora of indulgent treatments, perfect for relaxation and rejuvenation. To top it off, the dining options include exquisite chef-prepared meals that can be enjoyed overlooking the ocean, making it an unforgettable dining experience.

Tranquility Bay Beachfront Resort

Located in Marathon, Tranquility Bay Beachfront Resort is a stunning beachfront property ideal for families and couples alike. This resort is designed with relaxation in mind, featuring charming beach houses and tropical gardens. The three-bedroom beach houses are perfect for families, providing ample space and easy access to the beach. Tranquility Bay takes pride in its expansive, lagoon-style pool and an adults-only pool for those seeking a peaceful retreat. The resort also offers various activities like snorkeling, fishing, and kayaking, ensuring something for everyone. Enjoy a delightful meal at the on-site restaurant, which serves delectable local cuisine and fresh seafood.

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The Moorings Village

The Moorings Village in Islamorada is a sanctuary of opulence and tranquility. This 18-acre resort boasts charming, Caribbean-style cottages scattered amidst lush gardens and towering palm trees. Each cottage is tastefully decorated, offering fully-equipped kitchens, spacious verandas, and luxurious amenities. Guests can enjoy the resort’s private white-sand beach, an infinity pool, and a tennis court. For those interested in exploring the underwater world, The Moorings Village provides snorkeling and diving equipment. The on-site spa offers a range of treatments, ensuring guests leave feeling utterly pampered. The nearby Morada Bay Café offers an excellent dining option for guests, serving fresh and flavorful dishes in a casual, beachside setting.

Isla Bella Beach Resort

Isla Bella Beach Resort, situated in Marathon, is a stunning five-star property boasting over a mile of private beach. Designed with contemporary elegance, the resort offers spacious rooms and suites with large terraces, providing breathtaking views of the Atlantic Ocean. Isla Bella’s amenities include five swimming pools, a full-service marina, and a state-of-the-art fitness center. The resort’s spa offers holistic treatments inspired by the natural beauty of the surroundings. Dining here is a treat, with multiple on-site restaurants offering a variety of culinary delights, from gourmet seafood to casual beachside fare.

Cheeca Lodge & Spa

Cheeca Lodge & Spa is one of Islamorada’s most iconic resorts, boasting a rich history and a reputation for luxury. Nestled on a 27-acre private estate, the resort offers an array of luxurious accommodations ranging from elegant rooms to spacious suites with private balconies. The resort’s amenities include a nine-hole golf course, a fully-equipped fitness center, and a family-friendly pool area. Outdoor enthusiasts will appreciate the available water sports, including kayaking, paddleboarding, and snorkeling. The on-site spa offers a range of treatments that will leave guests feeling relaxed and rejuvenated, and the dining options are sure to delight any palate with exquisite cuisine and stunning views.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa in Key Largo is part of the Autograph Collection, standing out with its luxurious yet relaxed atmosphere. Each of the resort’s 177 rooms, suites, and bungalows is designed with island-inspired décor and offers impressive waterfront views. The resort features a pristine private beach, a beautiful pool area, and various dining options, including a signature restaurant serving locally sourced seafood. Additionally, guests can enjoy activities such as snorkeling, diving, and paddleboarding. The on-site spa offers a range of treatments to ensure a relaxing stay, and the full-service fitness center allows guests to maintain their wellness routines while traveling.

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Islander Resort

Islander Resort is a laid-back, family-friendly property located in the heart of Islamorada. Spread across 24 acres of lush tropical grounds, this resort offers a range of accommodations, including beachfront rooms, villas, and suites designed for comfort and convenience. The resort boasts two swimming pools, a private beach, and an on-site marina where guests can rent boats or book fishing charters. Children will enjoy the playground and various outdoor activities. The on-site restaurant offers a casual dining experience with delicious, fresh cuisine, and the nearby attractions provide plenty of opportunities for exploration and adventure.

The Islands of Islamorada

For a truly exclusive experience, The Islands of Islamorada offers private, luxury accommodations in a stunning Florida Keys setting. This gated resort community features a collection of beautiful homes and villas, each designed with an elegant, island-inspired aesthetic. Guests have access to a private beach, an infinity-edge pool, and a fitness center. The resort also offers personalized concierge services to arrange activities such as fishing, diving, and sightseeing tours. The luxurious amenities and serene atmosphere make The Islands of Islamorada an ideal choice for those seeking privacy and sophistication in a tropical paradise.

Casa Marina Key West

Casa Marina Key West, a Waldorf Astoria Resort, is an architectural gem situated along the Atlantic Ocean. Established in the 1920s, this historic resort beautifully combines old-world charm with modern-day luxury. The resort features lush gardens, two oceanfront pools, and a sprawling private beach. Accommodations at Casa Marina are elegant, with rooms and suites offering ocean views and modern amenities. Guests can indulge in various water sports, including diving, fishing, and paddleboarding. The on-site dining options range from casual beachside fare to sophisticated culinary experiences, ensuring a memorable stay.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West offers a unique blend of luxury and adventure in a marina setting. The accommodations are stylish and contemporary, with spacious rooms and suites that feature large balconies and stunning water views. The hotel boasts two waterfront swimming pools, an on-site fitness center, and a range of dining options that highlight local flavors and fresh ingredients. Guests can enjoy various water activities, including boat charters, snorkeling, and fishing trips. The Perry Hotel’s close proximity to Key West’s vibrant attractions and nightlife makes it an ideal choice for travelers seeking both relaxation and adventure.

Winslow’s Bungalows

Winslow’s Bungalows in Key West is a charming, boutique hotel known for its serene atmosphere and personalized service. This delightful property features a collection of tastefully decorated bungalows set in lush, tropical gardens. Guests can enjoy relaxing by one of the three secluded pools or exploring the nearby attractions of Key West. The hotel’s central location makes it easy to discover the vibrant local culture, dining, and entertainment options. Winslow’s Bungalows provide a tranquil retreat after a day of adventure in the keys.

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Southernmost Beach Resort

Southernmost Beach Resort in Key West offers a quintessential Florida Keys experience with its stunning beachfront location. The resort features spacious rooms and suites designed with coastal elegance and modern amenities. Guests can enjoy lounging by one of the three pools, relaxing on the private beach, or indulging in a spa treatment. The resort’s dining options include a beachfront café and a signature restaurant serving fresh, local cuisine. With its prime location and array of amenities, Southernmost Beach Resort is perfect for a relaxing yet vibrant getaway.

Oceans Edge Resort & Marina

Oceans Edge Resort & Marina in Key West is a luxurious waterfront property offering unparalleled views and top-notch amenities. The resort features spacious rooms and suites with private balconies and modern décor. Guests can take advantage of six oceanfront pools, a fully equipped fitness center, and an on-site marina offering various water activities, including paddleboarding, kayaking, and fishing. The resort’s restaurants serve a range of culinary delights, from casual poolside fare to sophisticated dining experiences. Oceans Edge Resort & Marina provides an extraordinary escape in the breathtaking Florida Keys.

The Daily

Each of these hotels and resorts offers a unique blend of amenities, experiences, and settings that cater to a diverse range of travelers. Whether you’re seeking relaxation, adventure, or a bit of both, Islamorada and the surrounding areas provide options that ensure a memorable stay. From the tranquil cottages at The Moorings Village to the luxurious elegance of Little Palm Island Resort & Spa, the choices are as diverse as they are inviting. “`html

Hotel Location Main Features Best For
Baker’s Cay Resort Key Largo, Curio Collection by Hilton Key Largo Private beach, watersports, wellness center Families and couples
Little Palm Island Resort & Spa Little Torch Key Exclusive access, private bungalows, gourmet dining Luxury escapes
Tranquility Bay Beachfront Resort Marathon Beach houses, family-friendly, lagoon pool Families
The Moorings Village Islamorada Caribbean cottages, private beach, wellness treatments Couples and wellness seekers
Isla Bella Beach Resort Marathon Five pools, spa, multiple dining options High-end travelers
Cheeca Lodge & Spa Islamorada 27-acre estate, golf, water sports Recreational activities
Playa Largo Resort & Spa, Autograph Collection Key Largo Private beach, island-inspired décor, various activities Families and couples
Islander Resort Islamorada Family-friendly, marina, playground Family relaxation
The Islands of Islamorada Islamorada Private villas, infinity pool, concierge services Exclusive experiences
Casa Marina Key West Key West Historic charm, private beach, water sports History enthusiasts
The Perry Hotel & Marina Key West Key West Marina views, adventure activities, unique dining Adventure travelers
Winslow’s Bungalows Key West Secluded pools, personalized service, central location Boutique hotel seekers
Southernmost Beach Resort Key West Beachfront location, multiple pools, spa Beach lovers
Oceans Edge Resort & Marina Key West Oceanfront pools, marina, expansive views Water enthusiasts

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