Cafe Marquesa

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.

Food truck-turned-eatery featuring jerk chicken and other Jamaican fare, plus gift baskets.

Refined rooms with a mix of traditional & contemporary decor, plus a patio area with a koi pond. Built in 1886, this elegant B&B is a 10-minute walk from Mallory Square and an 11-minute walk from the Ernest Hemingway House. Refined rooms with free Wi-Fi offer a mix of traditional and contemporary decor; most have minifridges and coffeemakers. Some add shared decks or private balconies. Continental breakfast is included. There's a patio area with a koi pond, and limited on-site parking is available for a fee.

Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

Airy, laid-back rooms & cottages in a hotel offering free Wi-Fi & breakfast, plus an outdoor pool. Set in a gated compound with 5 buildings, 1 of which was built in 1930, this quaint upscale hotel is a block from the shops and restaurants on Duval Street, and a 5-minute walk from the Ernest Hemingway Home and Museum. Airy, relaxed rooms with private bathrooms offer flat-screen TVs, free Wi-Fi and minifridges. Upgraded rooms add en suite bathrooms, coffeemakers and sitting areas, plus patios or porches. Cottages with 1 or 2 bedrooms sleep up to 4 people and have kitchenettes. Complimentary continental breakfast is served by the heated outdoor pool. There's also a shaded courtyard with seating.

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.

This chic, minimalist hotel off U.S. 1 boasts a lively rum bar, a food truck serving Caribbean bites, and laid-back rooms that make for a stylish stay.

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

Stylish, adults-only B&B with warm rooms, water views, afternoon tea & access to outdoor pools. Close to popular Duval Street, this beachfront, adults-only B&B is 2 blocks from the Southernmost Point Buoy and 0.5 miles from the Ernest Hemingway House. Stylish, individually decorated rooms all have private patios, iPod docks and Wi-Fi access. Some rooms add ocean views and whirlpool tubs. The hotel has a bar and direct beach access and shares 3 pools with its adjacent partner hotels. Continental breakfast and afternoon tea are included. A resort fee covers property-wide Wi-Fi, parking, access to the fitness center and the use of beach towels and chairs.

Discover a charming Key West gem for sponges and souvenirs, where friendly staff ensure you leave with treasures and good vibes—just bring your patience for the heat!