Florida Keys Hotels
59 Hotels Found
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Hawks Cay Resort

Hawks Cay Resort Rating: 4.5 Pearls

Hawks Cay Resort has the feel of a small village, due to its massive size and many amenities -- the property even has its own 85-slip marina. Many guests arrive by boat, as the resort is located on Duck Key, a secluded spot far from Key West's main airport. The property largely attracts families looking for a quiet vacation, thanks in part to family-friendly features such as a dolphin experience, kids' club, and multi-bedroom villas. Plus, the beach has calm waters, though some guests may be disappointed by its small size. There is not much to do outside the resort, however, due to the remote location.
Cheeca Lodge & Spa

Cheeca Lodge & Spa Rating: 4.5 Pearls

The 114-room Cheeca Lodge was one of the original luxury properties on Islamorada, dating to 1946 and earning plenty of celebrity cachet over the years (high-profile guests have included George W. Bush). The property was rebuilt after a fire gutted its main building in 2009, and now has bright, spacious rooms with tropical-luxe decor and massive bathrooms. The lush grounds are especially pretty at night, with Tiki-torch-lit paths. But the hotel's beach is manmade -- there's even a rock ledge on the water's edge -- making it muddy at times and less than ideal for swimmers and waders. And the family pool can get crowded; those traveling without children will probably prefer the much calmer adult-only pool.
Casa Marina Resort - a Waldorf Astoria Resort

Casa Marina Resort - a Waldorf Astoria Resort Rating: 4.5 Pearls

The 311 rooms of the Casa Marina Resort have a light, sophisticated, but still island-y feel, with neutral tones, sheer curtains, and sleek hardwood or tiled floors. The resort also offers great in-room amenities, including free Wi-Fi, flat-screen TVs, and espresso machines. Although bathrooms aren't anything grand (just simple walk-in showers or shower/tub combos), they're clean and sleek. The resort's grounds are beautiful, with palm trees and lush foliage, and lead to a rare amenity in Key West -- a swimmable beach. Although it's too rocky to wade into the water, a long dock extends to sandier bottoms.
Sunset Key Guest Cottages, a Westin Resort

Sunset Key Guest Cottages, a Westin Resort Rating: 4.5 Pearls

This 40-room resort caters to the upscale traveler with luxurious, beach-chic cottages and high-end amenities. It is located on Sunset Key, a residential island off Key West, and is affiliated to the Westin Key West, with which it shares some features, such as the fitness center and the restaurants (though only guests of Sunset Key can use the on-site amenities; Westin guests do not have access to them). The hotel itself has wonderful amenities, including a lovely pool, a gorgeous beach with palm trees and clear waters, and a pleasant spa. Its location, though idyllic and exclusive, might be somewhat inconvenient for travelers who want to be close to shops and restaurants (the hotel only has one eatery on-site).
Little Palm Island Resort & Spa

Little Palm Island Resort & Spa Rating: 4.5 Pearls

Reachable only by boat or seaplane, Little Palm Island Resort & Spa is located on a private island where wild key deer roam. It includes 30 luxurious suites, many with private oceanfront verandas. A favorite getaway for celebrities, it provides a secluded place to unplug from the world (use of technology is discouraged) and experience a romantic vacation in a lush, tropical environment.
The Mermaid & The Alligator

The Mermaid & The Alligator Rating: 4.0 Pearls

The Mermaid and The Alligator is a nine-room upscale bed and breakfast housed inside a historic Victorian estate. The owners have taken great care to renovate the home with bold and vibrant decor and updated furnishings. Located on Truman Street, three blocks from popular Duval Street, the home is a quiet and peaceful area that is steps from the heart of the entertainment district. There is a lush interior garden with hammock, lounge chairs, and plunge pool, but there are no on-site restaurants for lunch and dinner and the cancellation policy is strict.
Casa Morada

Casa Morada Rating: 4.0 Pearls

Inspired by a laidback Caribbean lifestyle, Casa Morada is an upscale 16-suite boutique hotel that’s perfect for couples looking for a romantic getaway, whether for a honeymoon or just because. Situated right next to the ocean in the middle of the Florida Keys on Islamorada, the hotel provides a peaceful and serene atmosphere with hanging hammocks and lots of fun and free activities like yoga classes, kayaking, and bicycle rentals. Compared to nearby hotels, this property offers great value with spacious and upscale rooms with water views.
Tranquility Bay Beach House Resort

Tranquility Bay Beach House Resort Rating: 4.0 Pearls

Spread across 12 waterfront acres in the Florida Keys, Tranquility Bay Beach House Resort is a collection of upscale tropical Victorian-style homes divided into multi-story two- and three-bedroom suites with full kitchens and water views. There are also a handful of guestrooms without ocean views. With a private beach, three pools (including one adults-only), and an array of on-site water sport activities available, the property is a great fit for vacationing families. A waterfront tiki bar is a scenic spot to sip cocktails, but a car is needed to explore outside of the resort.
Parrot Key Waterfront Hotel & Resort

Parrot Key Waterfront Hotel & Resort Rating: 4.0 Pearls

The 148-room Parrot Key Hotel & Resort is located on the Florida Bay, a bit away from Key West’s popular Duval Street and entertainment district. Though photos show lounge chairs in the sand along the water’s edge, the property isn’t technically on the beach, but there is access to water sports and activities from the dock. Rooms are set up like townhouses or condos, some having lovely water views.
Coral Lagoon Resort and Marina

Coral Lagoon Resort and Marina Rating: 4.0 Pearls

The Coral Lagoon Resort & Marina has 25 airy, cheerful cottage units that dwarf typical hotel rooms. They're tasteful and homey, with a tropical color palate of yellows, greens, and blues; full kitchens; porches; and high-tech amenities including flat-screen TVs with cable, DVD players, and iPod docks. Its location on Marathon makes it popular with sport fishermen, and the property's marina make it especially convenient for guests with boats. The lack of services makes it a better fit for do-it-yourself travelers, however; those looking for more pampering and less space should head to Cheeca Lodge on Islamorada.

Guests

Oyster Pearl Rating

  • Award-Winning

What's Your Style?

  • Beach
  • Luxury
  • Resort
  • Romantic
  • Value
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Locations

  • Duck Key
  • Islamorada
  • Key Largo
  • Key West
  • Little Torch Key
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Amenities

  • Air Conditioner
  • Babysitting Services
  • Balcony
  • Basic Television
  • Business Center
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Brands

  • Courtyard by Marriott
  • Crowne Plaza
  • Hilton
  • Hyatt
  • Marriott
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