Places to Stay

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

Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.

Florida Keys Luxury Rentals offers high-end vacation homes throughout the Keys, pairing luxury accommodations with personalized concierge, private boating, fishing, gourmet meals, and diving experiences.

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.

Key Largo Cottages — boutique self-catering cottages offering free sailing, kayaking, paddle board and bike use in the Florida Keys.

Conch Key Landing — waterfront vacation-rental cottages with private dockage and stunning Florida Bay views on Conch Key.

Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.

Ibis Bay Resort offers a fun, colorful Key West escape with a private beach, pool, and onsite restaurant. Perfect for families, couples, and adventure seekers.

Spacious 4-bedroom, 3-bathroom vacation homes in Marathon, FL, featuring private pools, boat slips, and access to a private beach.

Bayside Inn Key Largo: Waterfront hotel with private beach, pool, and stunning sunsets.

Siesta Motel is a clean, family-run property in Marathon offering affordable rooms and efficiencies with kitchenettes, a pool with bar, and a relaxed tropical garden setting.

Key West villas steps from Duval Street, private pool, pet-friendly.

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

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