Top Accommodations for Your Trip to the Florida Keys

Exploring the Florida Keys can be an extraordinary experience, especially if you manage to find the perfect place to stay. From luxurious resorts and boutique hotels to tropical cottages and beachfront villas, the Keys offer a diverse array of accommodations that cater to different tastes and budgets. Whether you’re planning a romantic getaway, a family vacation, or a tranquil retreat, our comprehensive guide will help you discover some of the best places to stay in the Keys. Join us as we explore Baker’s Cay Resort Key Largo, Little Palm Island Resort & Spa, Tranquility Bay Beachfront Resort, and many more, each offering unique charm and unforgettable hospitality.

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

Baker’s Cay Resort in Key Largo stands out as an idyllic destination in the Florida Keys, combining luxury with serenity. Set on a former coconut plantation with a tropical landscape, the resort features 200 guest rooms, each of which incorporates a mix of modern amenities and Key Largo charm. Outdoor enthusiasts will relish the array of water activities, from kayaking in the tranquil waters to paddleboarding around the mangroves. Beyond water sports, Baker’s Cay Resort offers a distinctive dining experience, focusing on locally-sourced ingredients and Caribbean-inspired dishes. Whether you’re enjoying a meal at the signature restaurant or relaxing at the Tiki Bar, the culinary options are sure to enhance your stay. The calm and pristine private beach and the tranquil surroundings make this resort a perfect choice for a rejuvenating escape.

Little Palm Island Resort & Spa

Nestled on a secluded island, Little Palm Island Resort & Spa provides an exclusive retreat reachable only by boat or seaplane. This adults-only resort promises unparalleled luxury with its thatched-roof bungalows, complete with panoramic ocean views and private outdoor showers, ensuring an intimate and serene experience. The indulgent SpaTerre offers luxurious treatments inspired by healing philosophies from around the world, adding to the resort’s exclusive charm. Dining at Little Palm Island is an exceptional affair, with the resort’s renowned chefs delivering innovative island cuisine that highlights fresh, local seafood and seasonal ingredients. The tranquil environment, devoid of technology, encourages guests to reconnect with nature and each other, making it a favorite for romantic getaways and honeymooners seeking seclusion and splendor.

Tranquility Bay Beachfront Resort

Tranquility Bay Beachfront Resort, located in Marathon, lives up to its name by offering guests a relaxing and picturesque escape. The resort encompasses charming pastel-colored beach houses with private porches, which provide sweeping ocean views and direct beach access. Accommodations range from elegant guest rooms to spacious three-bedroom beach houses, catering to both couples and families. Guests can unwind by one of the three pools, including an adults-only pool for a more serene experience or enjoy culinary delights at the on-site Butterfly Cafe. The resort’s Adventure Tiki Hut coordinates activities such as diving and eco-tours, ensuring that guests have a memorable and active stay. With its white sandy beaches and array of amenities, Tranquility Bay stands as a top choice for a serene beach vacation.

The Moorings Village

For a private and sophisticated getaway, The Moorings Village in Islamorada offers a premier selection of luxurious accommodations. Set on an 18-acre former coconut plantation, this resort promises an idyllic retreat with its seaside cottages and charming homes, each adorned with elegant furnishings and modern amenities. Every element of the village is designed to provide maximum relaxation, from the palm-shaded hammocks to the secluded swimming pools. The Moorings Village is a haven for water sports enthusiasts, offering activities such as snorkeling, paddleboarding, and fishing. Its prime location also makes it a perfect base for exploring local attractions, including art galleries and fine dining establishments. The village’s pristine, private beach ensures that any stay is defined by serenity and exclusivity.

Isla Bella Beach Resort

Isla Bella Beach Resort, set on Marathon’s Knights Key, offers a slice of paradise with its stunning five-star accommodations. The resort features 199 luxurious rooms and suites, all decorated in a contemporary coastal style that includes private balconies or terraces with ocean views. Extensive landscaped gardens and an expansive private beach present a serene setting for guests looking to unwind. This family-friendly resort boasts an array of amenities, including multiple pools, a full-service spa, and a marina. Dining options are vast, with several on-site restaurants providing cuisine that ranges from casual beachfront fare to fine dining. Activities abound for guests of all ages, such as snorkeling excursions, kids’ club programs, and evening beach bonfires, making Isla Bella Beach Resort an exceptional destination for families and couples alike.

Cheeca Lodge & Spa

Cheeca Lodge & Spa offers a luxurious and memorable experience in Islamorada, combining elegance with a laid-back island vibe. This resort spans over 27 acres of lush tropical grounds and includes a nine-hole golf course, a long fishing pier, and a beautiful beach. The accommodations range from sumptuous oceanfront rooms to private casitas with custom furnishings and private lanais. Guests can savor culinary delights at several on-site restaurants, including the fine-dining restaurant Atlantic’s Edge and the family-friendly Limoncello. With activities such as water sports, tennis, and guided eco-tours readily available, there’s something for everyone. The Cheeca Spa offers rejuvenating treatments, adding an additional layer of relaxation for those looking to unwind during their stay.

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa in Key Largo is part of the prestigious Autograph Collection, known for unique, upscale destinations. The resort spans 14.5 acres and offers a myriad of amenities, including a private white sand beach and an outdoor pool with oceanfront views. The rooms and suites are designed with contemporary island elegance, providing spacious layouts and private balconies with stunning water vistas. Diverse dining options elevate the guest experience, with fresh seafood and local specialties being highlights at the various restaurants. An on-site spa provides a range of treatments aimed at relaxing and rejuvenating guests. Activities such as snorkeling, boating, and paddleboarding are readily available, ensuring that guests can fully immerse themselves in the natural beauty of Key Largo.

Islander Resort

The Islander Resort in Islamorada blends classic Keys charm with contemporary comforts, offering a memorable stay amid tropical surroundings. The resort’s accommodations include rooms with kitchenettes and spacious waterfront villas, catering to solo travelers, couples, and families. A unique blend of hospitality and a plethora of amenities make this resort a popular choice for various types of vacations. Guests can enjoy two outdoor pools, a private beach, and an on-site marina, providing ample opportunities for relaxation and water-based activities. A beachside bar and grill offers delicious food and tropical cocktails, perfect for unwinding while watching the stunning sunsets. Additionally, proximity to local attractions such as the Theater of the Sea and the History of Diving Museum ensures that there is plenty to explore.

The Islands of Islamorada

The Islands of Islamorada offers a luxurious and intimate stay, characterized by its collection of upscale cottages situated on a private estate. Each cottage features modern design with high-end finishes, private outdoor spaces, and direct beach access. The boutique nature of this property ensures personalized service and an exclusive atmosphere. This resort emphasizes relaxation and indulgence, offering a private beach, freshwater pool, and fitness center. Guests also have access to a private chef who can craft bespoke dining experiences, highlighting the freshest local ingredients. With a focus on privacy and luxury, The Islands of Islamorada is ideal for travelers seeking a peaceful and sophisticated retreat.

Casa Marina Key West

Casa Marina Key West, part of the Waldorf Astoria Collection, presents historic elegance combined with modern luxury. Founded in the 1920s, this resort retains its classic charm while offering contemporary amenities. The accommodations range from well-appointed guest rooms to expansive suites, each elegantly designed to reflect the historic nature of the property. Set on a private beach, Casa Marina offers a variety of water sports, including sailing and snorkeling, and two oceanfront pools provide plenty of space to relax. Dining options are equally luxurious, with the on-site restaurant providing an exquisite dining experience. The resort’s convenient location near Key West’s vibrant attractions allows guests to explore the island’s rich culture and dining scene with ease.

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West combines maritime style with modern luxury, positioned on the edge of the island, offering stunning harbor views. The spacious rooms feature nautical decor and private balconies, providing a comfortable and contemporary environment. Guests can enjoy the serenity of Stock Island’s relaxed atmosphere while still being close to the action of Key West. The on-site marina offers charter fishing, sailing, and boat rentals, catering to maritime enthusiasts. Dining at The Perry Hotel includes various culinary options, from seafood-focused restaurants to casual poolside bars. A stay here provides a unique blend of relaxation and adventure, making it a standout choice for those looking to experience Key West from a slightly different perspective.

Winslow’s Bungalows

Winslow’s Bungalows, part of the Kimpton Key West collection, is a chic boutique hotel that offers an intimate and stylish stay. Nestled in the heart of Old Town Key West, the hotel features charming bungalows surrounded by lush gardens and three inviting pools. Each accommodation is thoughtfully designed with modern decor and luxurious amenities. The hotel’s close proximity to local attractions like Duval Street and the Hemingway House makes it an ideal base for exploring Key West. Guests can enjoy complimentary bicycles to tour the island, while on-site features like a cozy bar and spa services ensure ample relaxation opportunities. Winslow’s Bungalows combines the charm of Key West with the convenience of modern amenities, providing a delightful retreat.

Southernmost Beach Resort

Southernmost Beach Resort, located at the southern tip of Key West, offers a blend of relaxation and excitement. The resort features well-appointed rooms and suites, many of which provide stunning ocean views and private balconies or patios. Three pools, a private sandy beach, and direct access to South Beach add to the appeal of this luxurious resort. Dining options include signature restaurants serving fresh local cuisine and oceanfront bars perfect for enjoying tropical cocktails. Activities range from beach yoga to live music events, ensuring that there’s always something happening. The resort’s prime location close to vibrant attractions like Mallory Square and Duval Street makes it a perfect choice for those looking to explore Key West.

Oceans Edge Resort & Marina

Oceans Edge Resort & Marina, located on Stock Island near Key West, provides luxurious waterfront accommodations with stunning views. The resort’s rooms and suites are designed with contemporary coastal elegance, each featuring private balconies overlooking the ocean. A full-service marina complements the resort, offering boat rentals and fishing charters for maritime enthusiasts. Guests can enjoy six pools, a fitness center, and watersports activities including paddleboarding and kayaking. On-site dining at the Yellowfin Bar and Grill offers fresh, local seafood and craft cocktails, enhancing the overall experience. With its combination of luxury, location, and a plethora of amenities, Oceans Edge Resort & Marina offers an exceptional stay in the Keys.

The Daily

Next steps? Here is a summary of the best places to stay in the Keys: