Supremarine’s Top 10 Best Resorts in Florida Keys

If you’re planning an island escape, here are our top 10 picks for the best resorts in Florida Keys. Known for its string of sun-drenched islands, turquoise waters, and vibrant culture, the Keys also offer a collection of world-class resorts where coastal beauty and refined hospitality set the stage for unforgettable stays.

From intimate boutique hideaways to lively oceanfront landmarks, each property in our selection delivers its own distinctive take on luxury. Whether you’re seeking romance, relaxation, or adventure, these resorts represent the finest experiences the Florida Keys have to offer.

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How We Ranked Them

Choosing the best resorts in Florida Keys goes beyond simply counting stars or scanning reviews. At Supremarine, we look for resorts that embody the unique charm of the Keys while offering elevated experiences worth traveling for.

Our criteria included:

• Coastal Setting – Direct beachfront or waterfront access with memorable ocean views.
• Luxury & Exclusivity – Resorts that deliver either boutique intimacy or upscale sophistication.
• Guest Experience – Consistency across Tripadvisor, Booking.com, and Expedia ratings.
• Design & Atmosphere – A sense of place that reflects the laid-back yet elegant spirit of the Keys.
• Service & Amenities – Hospitality and features that elevate a stay from pleasant to unforgettable.

With so many remarkable options, narrowing down the best resorts in Florida Keys was no easy task. Each property on our list offers something unique — from oceanfront elegance to boutique intimacy. Let’s begin the countdown with number 10.

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#10. Hawks Cay Resort

Ranked 10th on our list of the best resorts in Florida Keys, Hawks Cay Resort is a celebrated destination on Duck Key offering a mix of family-friendly adventure and tropical serenity. With turquoise lagoons, a relaxing spa, and the unique opportunity to swim with dolphins, it’s a resort that captures the Keys’ balance of excitement and escape.

Why We Chose It

Hawks Cay earned its place for its wide range of activities — from paddleboarding and snorkeling to sunset cruises and lagoon swimming. It’s a self-contained getaway ideal for families or couples who want everything in one place without sacrificing the laid-back vibe of the Keys.

Summary of Guest Ratings

What Guests Say

Guests often praise the resort’s welcoming staff, heated pools, and variety of experiences. Families particularly enjoy the kid-friendly programs and dolphin encounters, while couples highlight the tranquil lagoon and waterfront dining.

Best For

Families and couples looking for a resort that blends adventure with relaxation in the heart of the Keys.

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#9. Islander Resort

Taking the 9th spot among the best resorts in Florida Keys, Islander Resort in Islamorada delivers a classic Keys experience with a fresh, modern touch. Its beachfront setting, two oceanfront pools, and lush tropical grounds make it a versatile retreat for both relaxation and adventure.

Why We Chose It

Islander Resort stands out for its balance of natural beauty and guest-friendly amenities. The property offers direct beach access, water activities, and a welcoming atmosphere that appeals equally to couples, families, and groups of friends seeking an island escape.

Summary of Guest Ratings

What Guests Say

Guests love the laid-back atmosphere, friendly staff, and well-kept grounds. Many highlight the oceanfront views and poolside relaxation as memorable parts of their stay. The tropical vibe makes it a true Keys experience.

Best For

Travelers seeking a tropical vibe with easy beach access, great amenities, and a relaxed island atmosphere.

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#8. La Jolla Resort

At number 8 on our list of the best resorts in Florida Keys is La Jolla Resort, a charming Islamorada hideaway known for its intimate atmosphere and welcoming spirit. With cozy accommodations, waterfront views, and complimentary kayaks and paddleboards, it offers guests a genuine Keys experience.

Why We Chose It

La Jolla Resort earns its place for its combination of comfort, location, and value. It’s not a sprawling resort but instead focuses on a more personal, laid-back stay that captures the essence of life in the Keys.

Summary of Guest Ratings

What Guests Say

Guests appreciate the friendly staff, updated rooms, and access to water activities. Many note its central location in Islamorada as ideal for exploring nearby dining, shops, and attractions while still enjoying a peaceful retreat.

Best For

Travelers who prefer a smaller, more intimate property with easy access to local attractions and on-the-water activities.

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#7. Playa Largo Resort & Spa, Autograph Collection

Claiming the 7th spot among the best resorts in Florida Keys, Playa Largo Resort & Spa in Key Largo blends modern elegance with tropical charm. With a private beach, oceanfront dining, and a luxurious spa, this Autograph Collection property is designed for travelers who want upscale comfort without losing the Keys’ laid-back vibe.

Why We Chose It

Playa Largo offers the perfect mix of high-end amenities and natural beauty. From cabana-lined pools to beachfront sunsets and a range of restaurants, it’s a resort where guests can seamlessly shift from activity to relaxation.

Summary of Guest Ratings

What Guests Say

Guests consistently highlight the resort’s stunning grounds, friendly staff, and diverse dining options. The beachfront location and luxurious atmosphere make it a favorite for couples and families alike.

Best For

Travelers seeking an upscale Florida Keys resort with modern amenities, beachfront access, and a refined yet relaxed atmosphere.

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#6. The Perry Hotel Key West

Earning the 6th spot on our list of the best resorts in Florida Keys, The Perry Hotel Key West combines contemporary design with a waterfront marina setting. Located on Stock Island, it offers a quieter alternative to bustling Key West while still keeping guests close to the action.

Why We Chose It

The Perry Hotel stands out for its modern style, spacious rooms, and marina views that bring a different perspective of the Keys. Its outdoor dining, poolside ambiance, and convenient shuttle service to Old Town make it ideal for travelers who want both seclusion and access.

Summary of Guest Ratings

What Guests Say

Guests often highlight the large, stylish rooms, attentive staff, and unique waterfront vibe. The mix of relaxation by the pool and access to Key West nightlife earns consistent praise.

Best For

Couples and friends who want a modern, marina-side retreat just minutes from Key West’s vibrant energy.

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#5. Cheeca Lodge & Spa

‎Taking the 5th position among the best resorts in Florida Keys, Cheeca Lodge & Spa in Islamorada is a legendary destination known for its timeless elegance and expansive oceanfront. With 27 acres of lush grounds, multiple pools, and a private beach, it has long been a favorite retreat for discerning travelers.

Why We Chose It

‎Cheeca Lodge & Spa earned its place for its blend of history, luxury, and variety. From its world-class spa and golf course to endless water sports, it offers both relaxation and adventure in a beautifully maintained setting.

Summary of Guest Ratings

What Guests Say

‎Guests praise the lush landscaping, spacious rooms, and exceptional service. Many note that it feels like a true Keys icon — ideal for unwinding while still enjoying plenty of activities.

Best For

‎Travelers who want a resort that combines luxury, history, and a wide range of amenities in a stunning natural setting.

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#4. La Siesta Resort & Villas

In 4th place on our list of the best resorts in Florida Keys is La Siesta Resort & Villas, a colorful Islamorada escape that combines a laid-back vibe with family-friendly amenities. With beachfront villas, complimentary kayaks and bikes, and a lively pool scene, it’s a resort designed for fun in the sun.

Why We Chose It

La Siesta offers excellent value and a relaxed, welcoming atmosphere. Its mix of spacious villas and suites makes it especially appealing for families and groups who want the comforts of home along with resort-style perks.

Summary of Guest Ratings

What Guests Say

Guests highlight the resort’s vibrant pool area, friendly staff, and easy access to water activities. The casual, lively energy makes it a memorable spot for families looking to enjoy Islamorada.

Best For

Families and groups who want a spacious, colorful resort with plenty of activities and a relaxed Keys vibe.

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#3. Margaritaville Beach House Key West

Securing the 3rd spot among the best resorts in Florida Keys, Margaritaville Beach House Key West captures the island’s carefree spirit with a touch of coastal luxury. Just across from Smathers Beach, it blends tropical style with modern comfort, offering a lively yet relaxed escape.

Why We Chose It

This resort stands out for its welcoming atmosphere, spacious rooms, and unbeatable location near both the beach and Old Town. The complimentary shuttle service adds convenience, while the pool area and on-site dining complete the Keys experience.

Summary of Guest Ratings

What Guests Say

Guests often highlight the friendly staff, clean and comfortable rooms, and the resort’s easygoing vibe. The pool and beachside location are frequent favorites, making it a reliable choice for both couples and families.

Best For

Travelers looking for a laid-back Key West stay with beachfront access and convenient proximity to local attractions.

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#2. Southernmost Beach Resort

Taking 2nd place on our list of the best resorts in Florida Keys, Southernmost Beach Resort delivers the quintessential Key West experience with a blend of oceanfront relaxation and vibrant energy. With three pools, private beach access, and a lively pier, it’s a resort that captures the essence of the island.

Why We Chose It

Southernmost Beach Resort earned its spot for its combination of location, amenities, and atmosphere. It offers guests the chance to enjoy both the excitement of Duval Street and the tranquility of the oceanfront, making it a versatile choice for all kinds of travelers.

Summary of Guest Ratings

What Guests Say

Guests love the resort’s balance of energy and relaxation. Many highlight the multiple pools, excellent dining options, and beachfront setting as standout features, while also praising the attentive staff.

Best For

Travelers who want the full Key West experience — a mix of beachside serenity and easy access to nightlife and entertainment.

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#1. The Reefhouse Resort & Marina

Claiming the top spot on our list of the best resorts in Florida Keys is The Reefhouse Resort & Marina, a Key Largo gem that combines waterfront elegance with laid-back island living. Surrounded by tropical gardens and overlooking the ocean, it offers a true Keys escape with comfort and style at its core.

Why We Chose It

The Reefhouse Resort & Marina stands out for its unbeatable location, spacious accommodations, and a balance of relaxation and adventure. With a marina on-site, guests can enjoy boating, water sports, or simply unwind by the pool while taking in ocean views. Its versatility and charm make it our top pick.

Summary of Guest Ratings

What Guests Say

Guests often highlight the resort’s cleanliness, well-kept grounds, and comfortable rooms. The oceanfront setting and easy access to both relaxation and activities make it especially appealing for couples, families, and groups alike.

Best For

Travelers who want a top-tier Florida Keys resort with marina access, ocean views, and a relaxed yet refined atmosphere.

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Final Thoughts

From lively Key West escapes to tranquil Islamorada retreats, the Florida Keys offer a remarkable range of places to stay. Our list of the best resorts in Florida Keys highlights properties that combine comfort, coastal beauty, and a touch of island magic. Whether you’re seeking adventure on the water, a romantic getaway, or a family-friendly destination, these resorts deliver experiences as unforgettable as the sunsets over the Gulf.

No matter which resort you choose, your Florida Keys journey promises a blend of relaxation and discovery — the perfect way to savor this tropical paradise.