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Key West Hotels Away from the Craziness

Jill Martin | December 27, 2017

Key West is a destination that is lively, full of character, and even a bit curious. It’s definitely fun to visit, but do you really want to stay in the midst of the madness 24/7? To maintain your sanity, try vacationing at a resort that’s far enough away to provide a respite, yet close enough for you to access all that the Southernmost City has to offer, in mere minutes. These Key West hotels are quiet--so you can relax, away from the craziness.


Key West Marriott Beachside Hotel

Why it made the list

It may not be very Key-zee, but it is very much a Marriott, so the rooms and the grounds have that sophisticated look and feel. They’ve got a large sandy area on the water perfect for watching the sunset, popsicle delivery to your lounger, a nice pool area, and a free shuttle every hour to Duval Street.

A whopping seven acres on the Gulf of Mexico, this is the pl Read More


The Southernmost House

Why it made the list

It’s perhaps the most photographed home in Key West, and it’s easy to see why. But that’s only half the reason guests love this colorful, Victorian B&B on the ocean. The other reasons are the personal service, location, beautiful pool, oceanfront sundeck, and fun onsite outdoor bar.

This Victorian beauty is perhaps the most photographed home Read More


The Reach, A Waldorf Astoria Resort

Why it made the list

Tucked between a sushi restaurant and the Atlantic Ocean, this almost hidden-from-public-view resort offers a whole lot of big payoffs, but what else would you expect from a Waldorf Astoria property? Upscale rooms, a soft, natural sand beach (a rarity in the Keys), and plenty to do, especially since you get full access to sister property, Casa Marina.

You might never know it’s there unless you stumble to the qu Read More


Casa Marina, A Waldorf-Astoria Resort

Why it made the list

It may be modern in appearance and drenched in history, but the grand attraction happens out back--where the incredible pools, wide walkways, water features, and a large beach on the Atlantic beckon you to spend your time. Who needs Duval Street when you have all this?

If you’ve got the money, honey, this resort delivers. Histor Read More


Parrot Key Resort

Why it made the list

One of the big perks of the New Town area of Key West is staying at Parrot Beach. You’ve got spacious and tropical accommodations, pool areas with an artistic flare, watersports right on site, and a peacefulness that can only come from a private patio and beach.

From the busy road, you can’t see much, just a long dr Read More


Oceans Edge Key West Hotel & Marina

Why it made the list

This property is the furthest from Key West, as it’s on Stock Island, but with a free shuttle to Duval Street, you have the best of both worlds--including an ocean view from every elegant suite. You’ll also get to experience a taste of ‘old Key West’ on Stock Island.

Just a few miles from Key West, Oceans Edge is the smart cho Read More


Hyatt Residence Club Key West, Windward Pointe

Why it made the list

On the far east side of the island is where you’ll find these completely contemporary accommodations with a full kitchen, and a big pool and deck with views of the Atlantic. This is the former site of the KeyWester Motel, where The Beatles stayed and played in 1964. Be sure to have a cocktail and get a t-shirt at their Abbey Road Snack Shack.

This rather sleepy property may not have a slew of activitie Read More


The Inn at Key West

Why it made the list

On the west side of New Town, this fun and happening hotel has everything you need, including a free shuttle to Duval. But with so much happening here, you might not want to leave. The largest pool on the island, a fantastic daily breakfast buffet (that’s only $12), an onsite café and Tiki Bar with outstanding and creative drinks, and clean, comfy rooms are yours to enjoy.

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Coconut Bay Resort & Bay Harbor Lodge

Why it made the list

Be at home by the sea in your own private, fully-furnished, beach house-style accommodations on the Atlantic. Take a dip in the beautiful pool on the edge of the ocean, and revel in a shared balcony with sparkling views. You'll also get a key to the back gate of one of Key West's best restaurants.

Get an authentic taste of island life at these sister proper Read More


Santa Maria Suites

Why it made the list

Luxury lives here, and you will thoroughly enjoy the heavy-handed spoiling that accompanies your stay with baked goods delivered to your room for breakfast, ice cream bars in your freezer, and every modern amenity one could hope for, including sushi poolside.

Although it’s on a busy corner and adjacent to a popular sus Read More

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