Places to Stay

Baker’s Cay Resort Key Largo — boutique waterfront resort with beach access, watersports, dining and family-friendly amenities in Key Largo, FL.

Private tropical paradise on Key West’s quiet Atlantic side with charming beachside suites.

Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.

Charming 2-bed Key West cottage near Duval St with bikes & porches!

The Conch House Heritage Inn is a historic adult-only bed and breakfast located in Old Town Key West. Guests enjoy elegant accommodations, a pool, daily breakfast with mimosas, and a prime location just steps from Duval Street.

Marina Del Mar Resort & Marina is a waterfront resort in Key Largo featuring pet-friendly rooms, deep-water marina slips, pools, and on-site dining.

La Casa Habana — private waterfront vacation home on Grassy Key with pool, dock, and gulf views.

A sixteen room guesthouse with a pool, a block off Duval Street and a twelve minute walk from the beach at the south end of the island. Breakfast every morning, free Wi-Fi, and free parking if you reserve it, which in Old Town is worth more than it sounds.

Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.

Topsider Resort is a unique beachfront retreat in Islamorada, featuring charming octagonal stilted bungalows perched over the bay.

Canal-front Key Colony Beach: sleeps 4, private dock, Cabana Club access.

Ten units on the bay side of Conch Key, and every single one comes with its own boat slip at the dock out front. Salt water pool, a ramp, non ethanol fuel and frozen bait on site, with the Atlantic a short run out under the Long Key Bridge.

The Garden House is a charming bed & breakfast nestled in Old Town Key West, offering cozy accommodations, a tranquil garden pool, and personalized concierge services—all just steps from Duval Street.

Scarlet Mango Inn is an adults-only boutique guesthouse in Old Town Key West, featuring six uniquely appointed rooms, historic charm, and a serene location steps from Duval Street.

Ten private cottages, bungalows and homes tucked onto a residential block of United Street, one block off Duval and under two blocks from the water at the end of the island. One to three bedrooms, each with its own kitchen, sundeck and gas grill, and a heated pool to come home to.