Kermit's Key Lime Pie Shop - Elizabeth Street

Relaxed eatery focusing on grilled meats, set in a boat with old-school decor & marina views.

Airy rooms & suites, some with ocean views, in a polished resort offering dining, a pool & a marina. Overlooking the ocean, this polished resort in the Old Town is a 3-minute walk from Mallory Square, a 12-minute walk from Key West Bight Marina and an 11-minute walk from lively Duval Street. Featuring floor-to-ceiling windows, the airy rooms offer flat-screens, coffeemakers and Wi-Fi; some have balconies and/or ocean views. The 1- to 2-bedroom suites add living rooms with pull-out sofas and dining tables; some suites have whirlpool tubs. Room service is offered 24/7. There’s a poolside bar, an open-air bar, and a casual restaurant with water views. Other amenities include a spa, a gym, an outdoor pool and a marina. Entertainment is provided.

Tucked away on Duval Street, the San Carlos Institute is a charming Cuban heritage gem in Key West filled with history, stunning architecture, and warm hospitality.

Casual Irish pub with bar food, live music, and a rooftop seating area.

This standby in a former turtle cannery delivers waterfront drinks, oysters & Friday turtle races.

Laid-back lodging offering rooms in a historic house or garden cottages, plus a waterfall pool. Set across private cottages and a 2-story conch-style house dating from the late 1800s, this all-adult B&B is tucked away on a street known for its nightlife, and is a 2-minute walk from the Ernest Hemingway House. Brightly decorated, low-key accommodations range from 6 rooms in the main house, to a few garden cottages. All feature flat-screens with cable channels, free Wi-Fi and minifridges; some have private balconies or patios There's a suite with a porch swing, and some cottages add whirlpools and kitchens. Amenities include expanded continental breakfast with an emphasis on organic food, and a garden with a waterfall pool and a hot tub.

Lively clothing-optional resort for gay men, plus a poolside cafe/bar, free happy hours & a gym. An 8-minute walk from the Key West Bight Ferry Terminal this buzzing resort for gay men is less than a mile from restaurants and bars on Duval Street. Inspired by Ernest Hemingway’s Havana home, the rooms feature tropical style and original art. All offer ceramic tile floors, and complimentary Wi-Fi and flat-screen TVs offering premium adult channels, plus iPod docks. Freebies consist of limited parking, and regular happy hours. There’s a poolside cafe/bar, a heated outdoor pool and a clothing-optional sundeck, as well as hot tubs, and a health club offering a gym with a sauna and a steam room. An erotic lounge shows videos 24 hours a day.

Mary Ellen's is a vibrant Key West spot serving up gourmet grilled cheese and eclectic vibes, perfect for late-night bites and drinks.

Chic hotel with posh sundecks on all floors, plus free breakfast & a courtyard with an outdoor pool. A 5-minute walk from the Ernest Hemingway Home and Museum, this stylish hotel is a half mile from trendy dining on bustling Duval Street. Modern, boldly decorated rooms offer built-in desks, leather chairs, and bathrooms with tile showers, and marble countertops and vanities, as well as nightly turndown service; some rooms have balconies. Suites add separate sitting areas. Wi-Fi is free, and there are furnished sundecks on every floor. Amenities include complimentary continental breakfast and covered parking. A courtyard features an outdoor pool and a sundeck surrounded by palm trees and plants. Minimum-stay rules may apply.