Embarking on a journey to explore the 10 best all-inclusive resorts in Key West can be an exciting endeavor. The lush, exotic scenery, coupled with top-notch amenities and excellent service, make Key West a sought-after destination for tourists from all walks of life. Amid this unique charm and beauty, lies the opportunity to experience unparalleled comfort and unforgettable hospitality. So join us, as we journey through the magical world of Key West’s topmost layer of luxury and elegance, in our quest to unveil the jewels among its illustrious selection of all-inclusive resorts.
1. Casa Marina Key West, A Waldorf Astoria Resort
Overview of the Resort
Casa Marina Key West is an exquisite grandeur from the Waldorf Astoria lineage of luxury resorts located at 1500 Reynolds Street. Set on the coastline with a private beach, this historical resort presents guests with beautiful sea views along with the old-world charisma of Key West.
Amenities Offered
We boast of luxurious amenities at Casa Marina Key West. Here you will revel in two tropical pools, a relaxing spa, fitness room, and convenient access to the largest private beach in Key West. Those with a penchant for adventure can partake in various water sports provided right on site.
Dining Options
Our dining options are many and varied. Indulge in fresh seafood and classic American cuisines at Sun Sun Beach Bar and Grill, an outdoor bar and grill, or have an intimate evening at RUMba, the resort’s classy masterpiece serving a collection of rum from various parts of the world.
Entertainment and Activities
At Casa Marina Key West, our activities and entertainment are second to none. Enjoying beachside relaxation to energetic water sports, alongside excellent cuisine, is just the beginning. You can also explore Key West’s lively nightlife, the Ernest Hemingway House, and the Key West Lighthouse.
2. Ridley House
Overview of the Resort
The Ridley House located at 601 Caroline Street captures the true essence of a paradisiacal island retreat with its beautiful 1860s conch-style architecture. Here, it’s all about chilling, relaxing, and soaking in the quirkiness of Key West.
Amenities Offered
Our amenities are carefully curated for a wholesome and comfortable vacation. Enjoy the pool lined with lush tropical gardens, private porches, luxurious in-room spa services, and complimentary robes to top it all.
Dining Options
At Ridley House, we provide a complimentary continental breakfast, afternoon wine reception, and an on-site bar. In-room dining is also available for you to relish a meal in the comfort of your quarters.
Entertainment and Activities
We ensure your time at the resort is well spent with a range of activities. Start with a relaxing day at the pool, take a bicycle tour of the island, or simply hangout by the fire pit area. The resort’s prime location also offers easy access to the buzzing Duval Street and the crystal-clear waters of Fort Zachary Taylor State Park.
3. Sunset Key Cottages
Overview of the Resort
Sunset Key Cottages is a seven minute boat ride from the shores of Key West it’s a secluded 27-acre island resort that takes maritime comfort to an unparalleled level. It offers guests an exclusive experience with quaint cottages and sweeping views of the Gulf of Mexico.
Amenities Offered
Indulge in the resort’s luxury private cottages, beach, and pool. A full-service spa, fitness center, and tennis courts are also offered. Special concierge services to meet custom vacation needs and a 24-hour ferry service to Key West is also a part of our amenities.
Dining Options
Our dining options include the award-winning Latitudes Restaurant offering panoramic gulf views combined with spectacular cuisine. For casual meals, you can head to Flipper’s Pool Bar, where the tropical drinks are as enticing as the menu!
Entertainment and Activities
Kick-start your morning with a yoga session by the beach, followed by an exciting day of water sports, tennis, fishing, boating or simply laze by the pool. You can explore the unique shops and attractions of Key West with 24-hour ferry service being readily available.
4. Pier House Resort & Spa
Overview of the Resort
Resting at the foot of Duval Street, Pier House Resort & Spa located at 1 Duval Street offers a tropical retreat coupled with a rich history. It’s a historic haven where the sea meets Key West’s lively charm.
Amenities Offered
Experience our private white-sand beaches, sparkling pool, fitness center, luxury spa, and a famous historical bar, Chart Room Bar. Concierge services to assist in customizing your Key West experience are also provided.
Dining Options
With three on-site restaurants, dining at Pier House Resort and Spa is nothing short of superb. One Duval provides a fine dining experience, while the Harbour View Café offers casual oceanfront dining. The Beach Bar is your perfect spot for enjoying cocktails while taking in stunning waterfront views.
Entertainment and Activities
Relax by the beach, dip your feet in the pool or take a spa day, visit the on-site art gallery, or explore Key West’s numerous local attractions. Make sure to visit the iconic Sunset Pier for live music and fun.
5. Ocean Key Resort & Spa
Overview of the Resort
Perched at the end of bustling Duval Street, overlooking the azure waters, Ocean Key Resort & Spa located at 0 Duval Street truly embodies the laid-back charm of Key West.
Amenities Offered
The resort offers relaxing oceanfront pools, an extensive on-site spa, fitness center, and direct access to Mallory Square. The rooms exude a tropical elegance with private balconies offering magnificent views.
Dining Options
Experience dining with breathtaking views at Hot Tin Roof restaurant, where you’ll find a fusion menu combining various flavors. For a fun and relaxing time, head to the Liquid Lounge Pool Bar.
Entertainment and Activities
Enjoy the bustling Mallory Square right from your private balcony, explore the energetic Duval Street or take a dive into the calm blue waters. The serene spa, or the vibrant pool bar, both provide excellent relaxation options.
6. The Gardens Hotel
Overview of the Resort
The Gardens Hotel located at 526 Angela Street a diamond nestled among the hustle and bustle of Key West, offers guests an intimate, tranquil getaway.
Amenities Offered
Soak in the serenity of our tropical gardens, expansive pool, superb wine collection, and cozy rooms. Bike rentals are also available for guests who want to explore Key West.
Dining Options
We offer a delightful complimentary breakfast and a poolside bar. Eyebrow House also provides a perfect setting for a private gourmet dinner by Chef Michael Mosi.
Entertainment and Activities
Take a dip in the pool, or enjoy a glass of wine amidst lush tropical serenity. The hotel offers access to Key West’s vibrant life, or you can choose to sing your own tune on our Baby Grand player piano.
7. Santa Maria Suites Resort
Overview of the Resort
Santa Maria Suites Resort located at 1401 Simonton Street an upscale retreat in Key West, maintains a private and discrete environment while being just moments away from the energetic Duval Street.
Amenities Offered
The resort boasts two swimming pools, a lush garden, free fitness center, spa facilities, and unique add-ons like complimentary Japanese beer and premium water.
Dining Options
The on-site restaurant, Ambrosia, delights with its authentic Japanese cuisine. The poolside wine garden is the perfect setting to unwind after a long day.
Entertainment and Activities
Take a stroll at the nearby beach, explore tropical gardens, or cruise down to Duval Street. Complimentary passes to a local gym and yoga studio are also available for our fitness-conscious guests.
8. Parrot Key Hotel & Villas
Overview of the Resort
Nestled in the heart of paradise, Parrot Key Hotel & Villas located at 2801 N Roosevelt Blvd is the epitome of a tropical getaway with its lush gardens, sparkling waters, and beachfront views.
Amenities Offered
Our guests have full access to four shimmering pools, watersports offerings, a fitness center, and gorgeous private sand terraces.
Dining Options
We have an on-site restaurant, The Grove Kitchen & Bar, offering a relaxed dining experience overlooking the waters. For those late-night cravings, there is a 24-hour Grab and Go Market.
Entertainment and Activities
Spend the day lounging by the poolside, enjoy watersports or venture out on a bike rental to explore the picturesque environs. The prime location also offers a quick access to the lively vibes of Old Town Key West.
9. The Marker Key West Harbor Resort
Overview of the Resort
The Marker Key West Harbor Resort located at 200 William Street finds its home in the bustling historic seaport, embodying a fresh vision of luxury, blending the island’s charm with upscale sophistication.
Amenities Offered
We offer three luxurious pools, a fitness center, and 24-hour concierge services alongside modern and spacious rooms treating you with Harbor views.
Dining Options
The resort features a stylish harborside bar and grill, Cero Bodega, offering Mexican-Seafood fusion and a tequila-centric cocktail menu.
Entertainment and Activities
Relax by our tranquil pools, stay fit at the gym, or indulge in watersports. Given our prime location, you also have the luxury of hopping into local attractions, shops, and restaurants at whim.
10. Hyatt Centric Key West Resort and Spa
Overview of the Resort
Ideally seated on the Gulf of Mexico, Hyatt Centric Key West Resort and Spa located at 601 Front Street perfectly captures the vibrant charm and laid-back vibe of Key West.
Amenities Offered
Luxuriate in our Gulf-facing rooms, the outdoor pool, the full-service spa, and a 24/7 gym. On the adventurous side, we offer activities like boating, kayaking, and jet skiing.
Dining Options
We offer two fabulous on-site restaurants. SHOR offers American seafood cuisine with fantastic ocean views, and the Blue Mojito Pool Bar and Grill serves tropical cocktails with poolside dining.
Entertainment and Activities
You can indulge in various water activities, enjoy the sunset from Sunset Pier, or stroll around the waterfront promenade. Don’t forget to explore the lively Duval Street, just minutes away.
