Hotels

Ibis Bay Beach Resort is a colorful retro-style waterfront property on North Roosevelt Boulevard with individually styled rooms, a pool, waterfront lounging, transportation into town, recreation rentals, and an on-site seafood restaurant. It is best understood as a casual 1950s motor-lodge-style resort rather than a polished luxury hotel.

Hotel rooms · On-site parking · On-site restaurant · +3 more services

Casa Marina Key West, Curio Collection by Hilton is a large historic Atlantic-side resort at 1500 Reynolds Street with renovated rooms and suites, a private beachfront, two pools, dining, spa and fitness services, watersports, and event space. It is strongest for travelers who will use a full resort rather than only sleep near Duval Street. Room category, building position, shoreline conditions, resort charges, parking, service expectations, and the complete cancellation terms should be checked for the actual dates.

Fitness center · Meeting and event space · On-site dining · +3 more services

Parrot Key Hotel & Villas is a tropical waterfront property on North Roosevelt Boulevard with rooms, suites, and multi-bedroom villas arranged around landscaped grounds. The official amenity list includes four pools, family lawn games, and scheduled transportation to Smathers Beach and downtown Key West. Its strongest use case is a family or group that values separated sleeping space and resort downtime more than immediate Duval Street walkability.

Family lawn activities · Four outdoor pools · Hotel rooms · +3 more services

Margaritaville Beach House Key West is a family-oriented hotel across South Roosevelt Boulevard from Smathers Beach, near Key West International Airport and several miles from central Old Town. It combines rooms and larger suites with a lagoon-style pool, on-site dining, parking, and scheduled transportation to the airport and Historic Seaport. Its value depends on using those amenities while accepting shuttle or ride planning for downtown.

Airport and downtown shuttle · Downtown and airport shuttle · Guest parking · +3 more services

The Duval House is an adults-only historic hotel at 815 Duval Street, built from classic Conch-style structures surrounding a garden and pool. It offers a smaller guesthouse experience in the central Duval corridor rather than the facilities of a large waterfront resort. The strongest fit is an adult traveler who values walking access, garden character, and a central address. Historic room variation, stairs, street or courtyard orientation, parking, and nightlife noise should be checked for the exact category before booking.

Adults-only lodging · Breakfast service · Central Old Town location · +2 more services

H2O Suites is a small adults-only Old Town hotel near upper Duval Street, organized around 22 suites, a rooftop pool and bar, and select suites with private plunge pools. Its strongest fit is a quiet couples-oriented stay where privacy, suite space, and walkability matter more than a beach or full-resort scale.

24-hour concierge · Beach access · Concierge service · +3 more services