Places to Stay

Bay Harbor & Coconut Bay Resort offers a tranquil waterfront escape in Key Largo, featuring 23 charming cottages, a private beach, and lush tropical gardens.

Island City House Hotel blends historic charm with lush gardens, pool, and three unique guesthouse styles in Old Town Key West. Perfect for families, wedding groups, or history lovers.

Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.

The Hammocks at Marathon is a tropical resort offering spacious studios and 1- and 2-bedroom suites with full kitchens, balconies, and access to amenities like a heated pool, hot tub, tiki bar, and marina.

Drift Hotel is a boutique waterfront retreat in Key Largo offering modern, eco-chic rooms with bay views, complimentary kayaks, paddleboards, and bicycles, plus a private dock and fire pit. Ideal for couples and small groups seeking a tranquil, adventure-filled escape.

Charming beachfront condos in Key Colony Beach, perfect for a relaxing Florida Keys getaway.

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.

This two-bedroom condo sits inside Duval Square at 1075 Duval Street, in the heart of Old Town Key West, so Duval’s shops, bars, and restaurants are right outside the door. The split-level unit sleeps a small group and comes with a full kitchen, laundry, and a private patio, plus an on-site pool and garage parking in the complex.

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.

Anchorage Resort & Yacht Club is a laid-back waterfront resort and marina in Key Largo, with one-bedroom suites that open onto balconies over the water. Tie up at the marina, cast a line off the dock, and settle in for sunset views across the mangroves at the top of the Florida Keys.

Set on a private 60-acre oceanfront sanctuary, this resort offers spacious one- and two-bedroom suites, a private sandy beach, Jr. Olympic pool, deep-water marina, oceanfront gazebo, and tennis/pickleball courts.

KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.

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.

The Bishop Hotel in Key West offers a boutique guesthouse experience across five historic Conch-style properties, blending Old Town charm with modern comfort.