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Five of the Best Key West Hotels & Resorts

Great Key West hotel and accommodations are plentiful but what’s the best one for you? You can easily choose from a hotel, resort, bed, and breakfast or short term house rental.  Each experience will be a little different than the other but is sure to make your vacation one to remember!

1. Casa Marina Key West a Waldorf Astoria Resort

Casa Marina Waldorf Astoria Key West Florida

This historic building has been renovated and features 1100 square feet of beaches, 2 outdoor pools, and space to launch kyaks and go snorkeling right in the heart of Old Town Key West.  It’s within walking distance of many of the cities must-see attractions. Choose from rooms with views or walkout suites right on the ocean.  Enjoy your day at the spa, lounging on the beach or at the pool, and enjoying the sites.

2.  H20 Suites

H20 Suites Key West Florida adults only

This swanky Key West suite-only hotel is home to a rooftop pool and Adults Only accommodations.  If guests staying in Key West are looking for a more sophisticated and modern approach to Key West this is your place.  Choose from balcony rooms with private plunge pools or premier suite for the fanciest of fancy amenities.

3. Southern Most Beach Resort

Southern Most Point Beach Resort Key West Florida

Just steps from the “Southern Most Point” icon and “Mile Zero” guests can enjoy the many amenities that are offered at this Key West hotel and resort that spans blocks.  Choose from rooms with views, balconies, mini-suites, suites and luxury guest house accommodations and then spend your days exploring the Old Town sites nearby or relax at the resort at the Beach Cafe, Sunset Bar, Pool, Spa or beach.

4. Truman Suites

Truman Suites Historic Key West Rentals

So many of you asked where we stayed on our last trip to Key West.  And this was it!  We loved the Truman Suites for our stay! This vacation rental home is one of our favorite places to stay when you want a kitchen and place to spread out.  The house offers several options, a 2 bedroom, 1 bedroom, or a cottage in the back.  The house has a small shared plunge pool perfect for an afternoon dip to cool off and is just half a block from Duval Street and the Heminway House.

5. Margaritaville Resort Key West

Margaritaville Resort and Restaurant

A name that says vacation!  Margaritaville Resort sits next to Mallory Square with the perfect sunset gazing views and an invitation to the nightly Sunset Celebration that’s a must-see.  Choose from a room with a  view or upgraded suite and then enjoy all the resort has to offer including the pool, spa, marina with water sports, and easy boat rentals for a day at sea.  And while you’re visiting don’t forget to eat at Jimmy Buffets Margaritaville centrally located on Duval Street.  After all, it’s 5 O’clock somewhere.

Ready to visit Key West?  Email me and let’s get you heading south!

Jamie Rumph
Jamie Rumph
Hi, I'm Jamie, traveling mama, entrepreneur, and travel advisor. I'm addicted to Disney, traveling and exploring the world with my family, and have a passion for helping families experience the magic of travel. My home is filled with love and chaos, 2 crazy girls, 2 large dogs, and the most spectacular architect and Disney Cast Member I call my husband. We live in Florida and spend our weekends playing at Orlando's many theme parks and visiting the beach. In 2015, after helping numerous families plan their vacations to various Disney Destinations, I started a blog to answer all of the many travel questions I received daily. In 2016, the blog grew into a travel agency, and Love of the Magic Vacations was born. With a team of nearly 20, we spend our days creating family vacations around the world. What started as a blog is now a full service, worldwide vacation destination planning service. I create custom itineraries for each of my clients that not only meets but exceeds expectations. There is no greater gift than making memories while sharing the world and its cultures with your kids.


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