Places to Stay

Waterfront resort in Marathon with two pools, private marina, on-site dining, and event spaces.

Harborside Motel & Marina offers waterfront accommodations with kitchenettes, an outdoor pool, and free Wi-Fi. Located near Garrison Bight, it provides easy access to boating and fishing activities.

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

La Siesta Resort & Villas offers beachfront cottages, suites, and villas with pools, complimentary watersports, and access to three sister resorts in Islamorada.

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

Charming Key West oasis with private baths, heated pool, and prime location.

Ocean-front canal duplex in Key Colony Beach — bring your boat or rent one!

Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.

Elegant three-story oceanfront villa on Grassy Key with private beach, pool, and luxury amenities.

The Smallest Bar Inn is an eclectic Duval Street lodging that’s home to Key West’s famously tiny 72 sq ft “Smallest Bar,” offering six cozy accommodation units steps from Old Town’s top attractions.

The Oasis in Islamorada is a private 2.75-acre estate featuring two homes, a heated saltwater pool, 200 feet of Atlantic Ocean frontage, and a variety of water sports amenities.

Historic charm meets modern comfort at Duval Inn, steps from Key West's vibrant heart.

Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.

Escape to Seabird Key: private 10-acre island retreat in Marathon, FL.