Local Experts' 10 Best Bed and Breakfasts

Looking for a hotel with great service, and a quiet, family atmosphere? Bed and breakfasts in Key West like the Caribbean House Key West are the perfect choice for you. Beyond the friendly hosts, a bed and breakfast will open your eyes to a new world of comfortable and more affordable accommodations. Leave the long lines and mazes of hotel floors to enjoy a private room just a few feet from the entrance at the Artist House Key West one of Key West's most popular B&Bs. These intimate lodgings often offer complimentary happy hour or other events that make it easy for guests to mingle and many also cater to gay and lesbian travelers. Here are our expert's choices for some of Key West's finest bed and breakfasts.



Special touches in guestrooms like hand-quilted bedspreads, marble ceiling bathrooms, and canopy beds set this B&B apart. There are four types of rooms to choose from, some of which are pet-friendly (visit the website to see in-depth...  Read More



This 17-room, gay-friendly guesthouse is doing everything right: from tasteful, room décor (think modern black-and-white furniture and over-sized portraits of animals), to the shaded pool and Jacuzzi, or clothing-optional sundeck. Each day...  Read More



A few streets away from the drunken debauchery and hustle and bustle of Duval is the Author's House, a compound consisting of two small cottages. The cottages were once the living quarters for cigar makers and remain in traditional...  Read More

The Wicker Guest House


Six spacious and beautifully restored guesthouses spanning an entire block define this popular inn, set on the heart of Duval Street. An inviting heated pool with sundecks ideal for soaking in the rays, there's a garden playhouse for kids, and...  Read More

Simonton Court Historic Inn and Cottages Key West


Take a stroll through your own "Wonderland" on Simonton Court's garden pathway, and adults-only lodging that is hidden on a quiet side street near Duval. This lush hideaway offers guests several accommodation options: a historic mansion, private...  Read More



A rum bar and bed and breakfast combined, this cheerful Duval Street inn is a steal in Key West. Cozy up at the rum bar and try some of the Bahama Bob's famous "root juice." This rum connoisseur always has a captive audience waiting to try his...  Read More

Ambrosia Key West


This luxurious, yet affordable pet-friendly B&B offers both themed guestrooms and suites with private entrances to gardens and verandahs. The honeymoon suites are romantically decorated and fitted with four-poster canopy beds and in-room...  Read More

Southernmost House


As one of the few oceanfront B&B's on the island, the Southernmost House has been intertwines classic Key West style with modern amenities and has been housing the upper crust – from Presidents to Kings for decades. A zero-entry pool,...  Read More

Artist House Key West
Photo courtesy of Artist House


As one of the most photographed guesthouses in Key West, the Artist House is undoubtedly appealing from the outside, and those that choose to stay here will find that being inside its walls is just as colorful. The interior of the Victorian-era...  Read More

Duval Street
The Gardens Hotel
Photo courtesy of Amber Nolan


This high-end sanctuary consists of 17 luxurious guest suites set among one of the oldest tropical gardens in Florida. The estate's rooms feature private entrances, marble counter tops, verandahs, and plush spa robes. Amenities include a wine...  Read More


Meet Amber Nolan

Originally from upstate New York, this restless traveler has a knack for befriending interesting characters. You can usually find her just about anywhere that has a hammock. Amber's favorite...  More About Amber