Florida Keys Hotel Guide

An aerial shot of Playa Largo’s 15 acre property on the Florida Bay

We’ve got your Florida Keys vacation all mapped out. Start by island hopping on a road trip through these lush resorts. Once you reach Key West, we’ve got a to do list and a hotel guide waiting for you.

But first, your Florida Keys hotel guide…

Key Largo

Playa Largo Resort & Spa

Playa Largo Resort & Spa (97450 Overseas Hwy.; 305-853-1001) is the first newly built hotel in Key Largo in over 20 years, bringing with it a touch of unprecedented luxury. The resort overlooks the tranquil Florida Bay and boasts four superb dining venues and spacious guest rooms. Current rates from $299.


The swimming pool at Amara Cay Resort.

Amara Cay Resort

Overlooking the Atlantic Ocean with interiors awash in natural tones and materials, Amara Cay (80001 Overseas Hwy.; 305-664-0073) presents an inviting retreat on this island, known as the sport-fishing capital of the world. The hotel also boasts the acclaimed Italian restaurant, Oltremare. Current rates from $224.

Postcard Inn Beach Resort & Marina

Playing up the retro charm of a 1950s beach vacation, Postcard Inn Beach Resort & Marina at Holiday Isle (84001 Overseas Hwy.; 305-664-2321) is a stylish, all-encompassing retreat in Islamorada boasting a full service marina, private beach, lagoon-style pool and popular Tiki bar. Current rates from $216.

Poolside cabanas at Cheeca Lodge.

Cheeca Lodge & Spa

Occupying 27 lush, waterfront acres in Islamorada, Cheeca Lodge and Spa (81801 Overseas Hwy.; 305-712-7166) has been a favored getaway of American presidents, Hollywood celebrities, anglers and holidaymakers since 1946. It boasts spacious suites, a private beach and a pier for fishing charters and excursions, as well as a collection of excellent restaurants. Current rates from $359.

Lower Keys

A Little Palm Island bungalow at night.

Little Palm Island Resort & Spa

A private island off the coast of the Florida Keys with a romantic Robinson Crusoe appeal, Little Palm Island (2800 Overseas Hwy.; 305-872-2524) is home to 15 thatched roof bungalows housing 30 luxurious suites, a fine dining restaurant and a spa. It’s a favorite amongst honeymooners and lovebirds celebrating an anniversary. Current rates from $1,090.

The private lagoon at Hawks Cay.

Hawks Cay Resort

A sprawling family-friendly resort on Duck Key, Hawks Cay Resort (61 Hawks Cay Blvd., Duck Key; 866-347-2675) offers a getaway with a private beach, glittering swimming pools, fishing charters, a dolphin experience and multiple restaurants. Choose from traditional hotel rooms or villas with up to three bedrooms. Current rates from $319.