Places to Stay

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.

Hampton by Hilton Marathon: Florida Keys getaway with pool, breakfast, WiFi.

El Patio Motel is a nostalgic 30-room motel in Old Town Key West, featuring original Cuban tile floors, a rooftop deck, and a ground-floor pool. Located just 2 blocks from the beach and 3 blocks from Duval Street, it's ideal for travelers seeking simplicity and charm.

Escape to Islander Resort: vibrant Florida Keys stays, beachside dining, and endless adventures!

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

Pier House Resort & Spa is a historic oceanfront retreat in Old Town Key West, featuring a private white sand beach, full-service spa, three dining venues, and the iconic Chart Room Bar

Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.

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.

Premier short-term vacation homes and waterfront escapes in Key West and the Florida Keys with pool, beach access, pet-friendly stays, and local water activities.

Pines & Palms Resort — a boutique, ocean-front retreat in Islamorada offering a peaceful Keys-style village with cottages and suites.

Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.

Southernmost Beach Resort & Guesthouses is an oceanfront Key West escape featuring multiple heated pools, beachfront dining, a full-service spa, and lush tropical gardens just steps from Duval Street.

The Cabana Inn is an adults-only boutique hotel nestled just one block from Duval Street in Old Town Key West.