Places to Stay

Caribbean House is a charming Bed & Breakfast located in historic Bahama Village, just two blocks from Duval Street.

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

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 Key West Hotel is a boutique retreat offering a blend of historic charm and modern comfort in the heart of Old Town Key West.

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

Escape to Marathon Key Beach Club, a hidden gem with stunning Gulf views and relaxing stays.

Star Properties Destinations is a vacation rental and property management company in the Florida Keys, offering a variety of accommodations across Key Largo, Islamorada, Marathon, Tavernier, and the Lower Keys.

Relax in paradise at Atlantic Bay Resort with private beach, waterfront views, and tropical cottages.

The Laureate Key West is a luxury all-suite hotel offering serene bayfront views, coastal chic decor, and modern amenities.

Barefeet Vacation Rentals — premium vacation homes and condos in the Upper Florida Keys, all along Key Largo’s scenic Overseas Highway.

Locally owned vacation rental company offering a variety of homes and condos in Marathon, FL. Features include private pools, pet-friendly options, and concierge services.

Bayside Villas by Islander Resort offers fully renovated, two-bedroom townhouse-style accommodations in Islamorada, featuring a bayview pool, water sports access, and private boat slips. Ideal for families, friends, and extended stays.

Casa Clara Condos in Key Colony Beach offers oceanfront 2-bedroom, 2-bathroom condos with private balconies, a heated pool, tennis courts, and beach access. Ideal for both short and long-term stays.

Seven Keys Vacations is a locally managed Florida Keys vacation rental company with over 200 homes, condos, and waterfront properties stretching from Key West to Key Largo — your one-stop shop for finding the perfect oceanfront escape, canal-front hideaway, pet-friendly home, or private pool retreat anywhere in the 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.