Following an area hurricane in 1935, many Key West residents converted their homes into guesthouses for travelers. These unique inns range from luxurious to budget-box, but they all ensure a one-of-a-kind stay. For undeniable luxury, however, Key West has two Westin options. The Westin Key West Resort & Marina has some of the best views of any accommodations, and it's convenient to Mallory Square. The Sunset Key Guest Cottages give a secluded feel, as they're located a 10-minute ferry ride away on a 27-acre long private island. Both properties were named to U.S. News Best Hotels in Key West list for 2011.
- You may want to book early, especially in winter, when prime properties fill up and many require 2- or 3-night minimum stays. Prices at these times are extremely high. Finding a decent room for less than $100 a night is a real trick." -- Frommer's
- Don't be tempted by the low rates at the chain hotels on the eastern end of the island (most have addresses on Roosevelt Boulevard). It's a 10- to 15-minute drive (or a $15 cab ride) to the main attractions in town. This negates much of the savings, not to mention the added hassle of driving around such a pedestrian-friendly town." -- Concierge.com