1 . Cheeca Lodge & Spa

Islamorada, Florida

CALL DIRECT: +1 (866) 264 - 0820

WEBSITE

You'll never forget the enchanting oceanfront luxury of the Cheeca Lodge & Spa!

Considered the premier luxury resort of Florida Keys, Cheeca Lodge & Spa offers exceptional accommodations, world-class fishing, and much more! Rooms feature West Indies- inspired designs tucked away in lush gardens behind cascading waterfalls and glistening pools. Indulge in delicious oceanfront dining at one of the three restaurants, or spend your days on the beautiful blue waters of the Keys, scuba diving, snorkeling, or fishing! Discover the legacy!

2 . Coral Bay Resort

Islamorada, Florida

CALL DIRECT: +1 (888) 328 - 0454

WEBSITE

Coral Bay Resort offers the sun, sand, and seclusion to make for a perfect Florida Keys stay!

Be awoken by breathtaking sunsets over the Gulf of Mexico from the end of the dock, then return to your cottage, styled after a historic Keys home. Each one of the cottages at Coral Bay Resort has a distinct tropical flair. Every unit features a covered porch, cable television, and laundry facilities. A variety of room types can accommodate anywhere from one to two people in an Efficiency or up to six in a full cottage. Coral Bay is the key to your Florida Keys fantasy!

3 . Hawks Cay Resort

Duck Key, Florida

CALL DIRECT: +1 (866) 525 - 5709

WEBSITE

Small and secluded yet central to Miami and Key West, come see what makes guests fall in love with Hawks Cay Resort!

With so much going on, it'll be hard to limit your time at Hawks Cay Resort! Fishing, kiteboarding, diving, swimming with dolphins, and kayaking are just the start to the seemingly endless list of activities going on. After a long day of action, pull up a beach chair, open some wine, and watch the glorious sunset on the peaceful waves of the Atlantic. Villas and rentals in various sizes meet your every need, and make vacationing easier than ever!

4 . Parrot Key Resort

Key West, Florida

CALL DIRECT: +1 (866) 939 - 3715

WEBSITE

Open Key West's tropical treasure at Parrot Key Resort, where rolling waters, sun-soaked beaches, and outstanding amenities welcome you!

The beach is always within reach here, meaning a wealth of adventures like fishing, diving, and water sports are just outside your door. Set on five acres of idyllic landscape, you can choose to make a splash in any of the four swimming pools, sip a tropical drink at the onsite Cafe Blue, or stroll through the stunning sculpture gardens. Loads of luxury awaits at this resort, which features the largest rooms in the Key West and amenities like balconies, patios, and private sunbathing terraces.

5 . Tranquility Bay

Marathon, Florida

CALL DIRECT: +1 (866) 452 - 5369

WEBSITE

As the name suggests, Tranquility Bay Beachhouse Resort offers nothing but peace and relaxation for a truly awe-inspiring trip!

Kick the standard hotel rooms out the window and vacation in a luxurious two- or three-bedroom beach house instead! Tranquility Bay Beachhouse Resort offers unique homes featuring flat-screen TVs, homemade furniture, and a view that can't be beat. Overlooking the Gulf of Mexico, enjoy award winning dining, two beaches, world-class fishing, snorkeling, two swimming pools, and a beachfront TJ's tiki bar! Come and find your slice of paradise at Tranquility Bay!

6 . Chesapeake Beach Resort

Islamorada, Florida

CALL DIRECT: +1 (866) 588 - 0250

WEBSITE

Halfway between Key West and Miami is a tropical escape unlike any other: Chesapeake Beach Resort!

Known for spacious, comfortable, and luxurious villas, Chesapeake Beach Resort offers much more than average rooms. Here, you can enjoy two heated pools, water sports, tennis courts, and one of the best fishing areas in the world! Of course, the rooms themselves aren't bad either. Guests enjoy 37” TVs, Stereo radio/CD/alarm with MP3 docking capabilities and WIFI. Remodeled rooms that include kitchens and bathrooms are a nice touch as well. Okay, it's more than 'not bad' - it's a dream come true!

7 . The Banyan Resort

Key West, Florida

CALL DIRECT: +1 (888) 327 - 6858

WEBSITE

Sandy white beaches and luxurious lodgings make The Banyan Resort your Florida fantasy!

Be transported to a tropical paradise when you step on this pristine property! The Banyan's eight Victorian houses are secluded beneath the canopies of the two magnificent, centuries-old banyan trees for which the resort is named. Many of the 38 contemporary suites have French doors that open onto either a private patio or veranda overlooking the Banyan's gardens. Catch a tan on the sun-soaked beach, dive into the water for some snorkeling fun, or explore the buzzing Old Town Key West!

8 . Sunset Key Guest Cottages, A Westin Resort

Key West, Florida

CALL DIRECT: +1 (877) 564 - 1273

WEBSITE

Located on a gorgeous 24-acre private Florida island, discover Sunset Key Guest Cottages!

Looking for a luxurious resort that takes you out of the ordinary and puts you in the extraordinary? Rent a one, two, three or even four-bedroom cottage with Sunset Key Guest Cottages and get just that! The cottages each include spacious wrap-around verandas, with Adirondack chairs and tables. Relax in ultimate tranquility as you take in the gorgeous sunrise and eat your complimentary breakfast before starting on your daily adventure. Get swept away with luxury at Sunset Key Guest Cottages!

9 . The Reach Resort A Waldorf Astoria Resort

Key West, Florida

CALL DIRECT: +1 (866) 537 - 5241

WEBSITE

A beachfront playground for the child inside everyone at The Reach Resort!

Located near the heart of Old Town, Key West is a charming yet intimate The Reach Resort. Hosting Key West's only natural beach, this resort is a Caribbean hideaway with gracious hospitality and classic luxury you won't find anywhere else. Snorkeling, scuba diving, swimming pools, and more are guest favorites. Best of all, each room has a private balcony that gives stunning views. Dive into luxury and seclusion at The Reach Resort - you won't be disappointed.

10 . Rock Reef Resort

Key Largo, Florida

CALL DIRECT: +1 (866) 405 - 6812

WEBSITE
BOOK NOW !
From $310

Sun-soaked beaches highlight your casual and tropical stay at Rock Reef Resort!

Awake to the caress of tropical breezes, mists of salty air, and gentle Florida sunshine each morning! Spend lazy days beside the waves and sugar-white sand, a tropical drink in your hand. Pass the days with a good book in a hammock under palm trees, fish off the 110-foot pier, build sandcastles with the little ones, and swim in the refreshing waters of Florida Bay. Watch the stunning sunsets from the beachfront cottages, which are fit for every type of traveler. Slip into serenity!

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