The Best Places to Stay in the Florida Keys

By: Kristin Clark

March 21, 2014

Touch down on the tropical shores of the Florida Keys and you’ll believe you’ve arrived in paradise. Lush greenery, crisp white beaches and deep azure waters will provide a tranquil and captivating environment to kick back and relax. If exploring is more your thing why not task yourself with discovering the vast and distinctive flora and fauna and sea life, much of which is found only in the Keys.

When you’re done exploring you’ll want to wind down in the first class accommodation on offer. Here are a few of our favourite places to stay in the Keys.

Chelsea House, Key West

Florida Keys: 5 Best Boutique Hotels, B&B and Inns - Chelsea House

Hang poolside in the lush surrounds of Chelsea House © Chelsea House


Make yourself at home within one of the 33 rooms at Chelsea House, located in the heart of Key West. This boutique hotel is within walking distance of local landmarks such as the Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper’s Quarters Museum, giving visitors an authentic taste of Key West’s laidback culture and lifestyle. Guests can also enjoy on-site recreational amenities at Chelsea House, including an outdoor pool and bicycles to rent – the perfect way to explore.

Casa Morada, Islamorada Key

Florida Keys Best Boutique Hotels, B&B and Inns - Casa Morada

Enjoy chic and peaceful rooms at Casa Morada, Florida Keys © Casa Morada


Step into the tranquil space that is Casa Morada, located on Islamorada Key, also known as the “˜jewel of the keys’. The highlight of this breathtaking resort is Casa Morada’s spectacular private island, which is accessible via a dramatic footbridge. The island features a secluded cabana, fresh water pool and the Sunset Terrace bar with spectacular views of the Gulf of Mexico – making it a popular wedding ceremony location. Each of the 16 suites on-site offer a private outdoor living space with views of the bay or award-winning gardens designed by Raymond Jungles, renowned Miami Landscape Architect.

The Gardens Inn, Key West

Florida Keys Best Boutique Hotels, B&B and Inns - The Gardens Inn
Courtyard at The Gardens Inn, Key West © Gardens Hotel


Located just steps from Keys West’s infamous Duval Street, lays The Gardens Hotel. Formally known as the largest private estate in Key West, turned green thumb by Peggy Mills in 1930, The Gardens are now home to 17 luxurious guest suites. The grounds of The Gardens Hotel comprise over an acre of tropical landscaping along with pathways and intimate seating areas made of century-old bricks from Cuba, Honduras and England.

Atlantis House, Key West

Florida Keys Best Boutique Hotels, B&B and Inns - Atlantis House

Exterior of Fishing and Diving Inn Atlantis House © Atlantis House


For those after an authentic fishing experience, look no further than the Fishing and Diving Guesthouse of Atlantis House. Key West veterans for over 20 years, the Atlantis House owners offer several bespoke experiences for their guests to enjoy such as private fishing trips, four-course “˜catch of the day’ meals, and snorkeling excursions. This casual B&B is essentially a hotel and activities centre all in one.

Orchid Key Inn, Key West

Florida Keys Best Boutique Hotels, B&B and Inns - Orchid Key Inn

The stylish surrounds at the Orchid Key Inn, Key West © Orchid Key Inn


Named one of the “˜Top 10 most romantic hotels in the United States’ and winner of the small luxury hotel award by Trip Advisor two years in a row, Orchid Key Inn does not disappoint. From the moment you enter the Inn, brick paths lead through tropical landscapes surrounding the 24 chic, amenity-filled rooms and suites. The property boasts several tranquil waterfalls and water features, along with a peaceful sun deck, heated pool, and spa. In addition, the Orchid Key offers sunset happy hour daily, a great way to get to know other guests and exchange recommendations.


Virgin Atlantic operate daily direct flights to Miami from London Heathrow. Book your flight today.

Header photo: Nest Key © Brian Garrett 

Have you been to Key West before? Let us know where your favourite place to stay is and why in the comments below.

Written by Kristin Clark


Kristin Clark

Kristin is an established lifestyle blogger [] who has collaborated with numerous brands including Chandon, Levis, Express, H&M, and more. Raised in Colorado, she now resides in South Florida soaking up the sun 365 days a year. A wine lover and foodie at heart, she finds thrill in discovering the best hidden cuisine throughout her travels. Follow Kristin: @KristinClarkFSU

Categories: Our Places