Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
Filters
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
Ibis Bay Beach Resort
Ibis Bay Resort offers a fun, colorful Key West escape with a private beach, pool, and onsite restaurant. Perfect for families, couples, and adventure seekers.
The Cabana Inn
The Cabana Inn is an adults-only boutique hotel nestled just one block from Duval Street in Old Town Key West.
Cayo Hueso Resorts
Cayo Hueso Resorts offers tropically elegant vacation rentals in Old Town Key West. Choose from private 1–3 bedroom bungalows, cottages, and homes, just steps from Duval Street.
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront offers a newly renovated, resort-style experience with no resort or parking fees. Enjoy spacious rooms, a heated outdoor pool, Tiki Bar, and direct access to the Gulf of Mexico.
Ocean Key Resort & Spa
Ocean Key Resort & Spa in Key West offers luxury accommodations with Gulf views, a rooftop pool, three waterfront dining options, and a full-service spa, all located at the iconic Zero Duval Street.
Kona Kai Oasis
Kona Kai Oasis offers boutique guesthouse accommodations with a pool, complimentary bikes, and lush botanical gardens in Key West’s Old Town.
Galleon Resort & Marina
The Galleon Resort & Marina is a waterfront resort in Old Town Key West offering spacious studios and suites with full kitchens or kitchenettes, a private beach, pool, and on-site marina—all just steps from Duval Street.
Casa 325
Casa 325 is a charming boutique guesthouse in the heart of Key West’s Historic Old Town. Tucked just off lively Duval Street, it offers uniquely designed rooms, a pool, and easy access to shops, dining, and attractions.
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages is a tranquil adults-only boutique inn in Old Town Key West, offering four outdoor pools, daily continental breakfast, bike rentals, and lush tropical gardens just steps from Duval Street.
Lunara Bay
Lunara Bay offers 26 luxury oceanfront estates with 6–8 bedrooms, private pools, gourmet kitchens, and concierge services in Key West.
Nyah B&B
NYAH Key West is an adults-only hotel offering group-friendly rooms, three pools, complimentary breakfast, and a prime location just steps from Duval Street.
La Te Da
La Te Da is an adults-only hotel, restaurant, bar, and cabaret located on Duval Street in Key West, offering live entertainment and gourmet dining.
Ridley House
Bohemian luxury in a historic Key West mansion with pool and chef's breakfast.