1 . Cheeca Lodge & Spa

Islamorada, Florida

CALL DIRECT: +1 (866) 264 - 0820

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Enter a sanctuary by the sea at the exquisite Cheeca Lodge & Spa.

Discover solitude by the sea at the seaside sanctuary Cheeca Lodge & Spa. Smoothe-as-sand allure coats the West-Indies-style accommodations and sundrenched beach of this tropical playground. Aspiring to inspire, its exotic gardens, cascading waterfalls, glittering pools, and golden ribbon of sand fade into tides that erase your entrance to paradise. Get the royal treatment crown jewel of Islamadoras spas, Cheeca Spa, with an Oceanside Tiki Hut massage.

2 . Hawks Cay

Duck Key, Florida

CALL DIRECT: +1 (866) 525 - 5709

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Snorkel into a secluded lagoon of luxury at Duck Key's Hawks Cay Island Resort.

Island life is calling you to the Duck Key's Hawks Cay Island Resort. Sparkling aquamarine water surrounds this silent isle with a snorkeler's paradise. Fish the Gulf Stream within reach of a reef, join a shipwreck or night dive, or swim with Atlantic Bottlenose Dolphins at Dolphin Connection, the onsite dolphin research facility. All flavors of aquatic adventure await you outside the charming island decor of your waterfront or island view villa at Hawks Cay Island Resort & Calm Waters Spa.

3 . Englewood Beach & Yacht Club

Englewood, Florida

CALL DIRECT: +1 (888) 712 - 6148

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From $105

Discover a peaceful Florida vacation at the Englewood Beach & Yacht Club. This charming destination is located between the Gulf of Mexico and Lemon Bay, offering you a prime setting to soak up the sun and indulge in a variety of exciting beach activities. Their luxury one, two, and three-bedroom accommodations come equipped with kitchens, cozy living rooms, balconies and much more! It's everything you need for a memorable vacation!

4 . The Reach

Key West, Florida

CALL DIRECT: +1 (866) 397 - 6427

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Mediterranean mystique adds an Eastern flair to the Key West Caribbean playground of The Reach, A Waldorf Astoria Resort.

With the island's only natural beach as your backyard, you can't escape the Caribbean charm of The Reach Resort. Your private balcony hangs over breathtaking vistas, sugary sand beaches, shimmering pools, and surreal island sunsets. Taste Manhattan's tantalizing steak and seafood at the Strip House, or explore the ocean top with a stunning list of water sports. Explore historic Old Town or walk the legend of Duval Street at this landmark luxury resort and signature of The Waldorf Astoria name.

5 . The Banyan Resort

Key West, Florida

CALL DIRECT: +1 (888) 327 - 6858

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A serene island atmosphere and buzzing nearby attractions combine at the ever-exceptional Banyan Resort!

Set in the heart of Old Town Key West, this tropical getaway blends history, luxury, and attractions. Each suite features full kitchens, cable television, free Wi-Fi, and chic decor. Take a dip in either of the two swimming pools, soak in the soothing hot tub, or stroll through the lush gardens. Wander off-site for buzzing locales like Mallory Square’s Nightly Sunset Celebration, the world-famous Duval Street, and many more restaurants, pubs, and art galleries. Luxury and leisure unite!

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