An overview of the beautiful keys, located near one of the best places to stay in the Florida Keys

Experience the Coastal Charms of Key West This Winter

Select Registry - November 3, 2022

The Perfect Antidote to a Cold Winter

A beautiful Sunset near one of the best places to stay in the Florida Keys

As we start November and gear up for the busy holiday season ahead, we’re also quietly gearing up for steep drops in temperature that come during the winter months. If you want to plan a little break during the coldest months of the year, we have a roundup of the best places to stay in Key West, thanks to our two fabulous Select Registry Florida Bed and Breakfasts

We’ve also written before about fun Florida road trips and the best beaches in Florida for even more warm-weather inspiration this winter. There’s plenty to love about the sunshine state, but with plenty of things to do in Key West, FL, and two of the best places to stay in Key West in our portfolio of properties,  why travel anywhere else?

Key West is located at the southern tip of the Florida Keys Archipelago. It is known for its charming pastel-colored, conch-style houses, vibrant coral reefs, laidback vibe, and beautiful beaches. Florida’s hurricane season ends in November, and with mild winter temperatures to enjoy, you’ll be hard-pressed to find a better time to visit the Florida Keys. 

Daytime average highs during this time of the year hover around the mid to upper 70s, with lows in the 60s. With this kind of fabulous weather, you can find plenty of time to relax beachside and enjoy all of the top-rated things to do in Key West, FL. With all that to offer, don’t you think it’s time you experienced the best places to stay in Key West?

Winter is a fantastic time to visit, especially when you stay at one of our Select Registry Bed and Breakfasts in Key West, Florida. Both offer excellent accommodations, the welcoming hospitality Select Registry properties are known for, and a high-quality guest experience set amidst the laidback, beachy vibe this island destination is known for. Escape the winter blues and book your getaway to two of the best places to stay in Key West today!

A gorgeous beach near the best places to stay in the Florida Keys

Two Best Places to Stay in Key West

Whether your vacation is all about enjoying a bit of adventure and all the top-rated things to do in Key West, or you’re just coming here to spend some time in the sun, relaxing on the beach with your favorite book, there are two places in town considered among the best places to stay in Key West.

Though there are plenty of other lodging options, there’s nothing that compares to the elevated guest experience you’ll find at these two Bed and Breakfasts in Florida, part of the Select Registry portfolio of properties. 

Whenever possible, Select Registry Bed and Breakfasts are always the best choices to make when it comes to lodging. Wherever you end up in the country when you choose to Stay Select, you’re choosing hospitality that is second to none – and a far cry from a standardized, boring hotel stay. 

One thing that makes our Florida Inns stand out above the competition as the best places to stay in Key West is the industry-leading inspection all properties pass regularly. It’s the most rigorous and comprehensive in the industry and brings with it a level of quality assurance that is unmatched. 

High-quality accommodations aren’t the only thing that makes our Inns the best places to stay in Key West, though. The warm welcome you’ll receive the moment you arrive is unparalleled – and you’ll feel as though you’re truly experiencing an authentic slice of Old Key West. Moreover, both properties are well-located near Old Town Key West and many of the top-rated things to do in Key West, which means you can hit the ground running and enjoy as much (or little) of this island paradise as you want.  

There are countless other reasons our Select Registry Florida Bed and Breakfasts are ranked among the best places to stay in Key West, but we won’t do it justice just talking about it. This winter, it’s time to experience the magic for yourself. Book your winter escape to beautiful, sunny Key West Florida today!

Relax and unwind on beaches like this and enjoy the best places to stay in the Florida Keys

8 Things to do in Keywest This Winter

The first step in planning an unforgettable vacation is lodging- that’s why we’re here talking about two of the best places to stay in Key West. Though there are many fun things to do in Key West, Florida, it matters less than where you stay. Your lodging sets the tone for the getaway, and with the warm welcome of our Select Registry properties, you’ll immediately start your Florida getaway off on the right foot. 

However, now that the two best places to stay in Key West, Florida, are on your radar, we’ll turn our attention to helping you plan a few fun activities for your winter getaway. Winter in Key West is truly unlike any other place in the world, and this laid-back, beautiful piece of paradise is something we hope you experience this winter. 

Below, you’ll find an array of activities and some top things to do in Key West. Start daydreaming of warmer days ahead, and then head to our website to book one of the best places to stay in Key West, Florida! 

  1. Key West has some of the best beaches in Florida, so hitting the beach is one of the top-rated things to do in Key West, FL. Whether your ideal day involves some swimming, snorkeling, or sunbathing, you’ll find an excellent spot for it here. Popular Key West Beaches include Fort Zachary Taylor State Park, Smathers Beach, South Beach, and the remote beaches of  Dry Tortugas National Park.
  2. With water on all sides, there are plenty of adventures for those who want to spend some time on the water. Whether you want to swim, kayak, jet ski, boat, or sail, there are plenty of options for you, and these are all rated among the best things to do in Key West, FL.
  3. When you need a break from the beach and water, head into town and explore the area via bike. Key West is small, charming, and perfect for biking. There are bikes for rent and bike tours to enjoy locally.
  4. Brag to all your friends about being at the southernmost point in the continental US, just 90 miles from Cuba. It’s one of the most photographed places in the Keys and, of course, one of the most popular things to do in Key West. 
  5. Explore the unique ecosystems in this marine paradise at places like the Florida Keys National Marine Sanctuary or the Key West Wildlife Refuge.
  6. For even more exploration, visit the pristine beaches and underwater reefs at Dry Tortugas National Park, 70 miles off the coast.
  7. Get inspired at the Ernest Hemingway House & Museum, where the famed author lived and wrote for more than ten years. 
  8. Sunset is one of our favorite times of the day, and there are plenty of great places to watch them, including Mallory Square’s sunset celebration, Fort Zachary Taylor State Park, Sunset Pier at the Ocean Key Resort, or even your private tiki boat floating through the Key West Harbor. 

Though there are plenty of fun things to do in Key West, nothing compares to the relaxing ambiance of relaxing in paradise at our Florida Bed and Breakfasts. From the moment you arrive, you’ll see why they are rated the best places to stay in Key West. A few days here may even convince you never to return. 

Why not give yourself something to look forward to this winter? Book a room at one of our top-rated Florida Bed and Breakfasts today and experience what makes them both the best places to stay in Key West. 

Best Places to Stay in the Florida Keys

The Conch House Heritage Inn

The Conch House was meticulously restored to its original elegance with every modern amenity, our Key West bed and breakfast retains the Victorian grace the truly embodies the distinct character of Key West architecture.

Originally constructed by Bahamian shipbuilders in 1889 and listed on the National Register of Historic Places, this Key West family home has been owned and operated through five generations. Spacious accommodations with traditional antique furnishings in the main house, tropical island decor in the cottages, a large pool and gardens with sprawling grounds await you in one of Key West’s premier Bed and Breakfasts. We pride ourselves on extending a warm welcome and guest service. 

The Mermaid & The Alligator

Welcome to “your home in Key West.” Our circa 1904 Victorian home in the heart of Old Town Key West awaits. Start each day with our delicious full breakfast before venturing out to see what the island offers including beaches, unique restaurants, galleries and wonderful shops.

When it’s time to return, retire to one of our comfortable and inviting  guest rooms where wonderful amenities including Turkish bath towels, private porches, bathrobes, and more are waiting for you. Enjoy our lush and tranquil gardens where water fountains, exotic flowers and birds transport you to a place of pure relaxation. At The Mermaid & The Alligator, comfort, serenity, and luxury are perfectly combined for the most enjoyable experience.

Give The Gift Of A Getaway!

Give your loved ones a reliable and coveted present: a Select Registry gift certificate! Gift certificates can be redeemed at hundreds of our quality-approved properties throughout the U.S.