Places to Stay

Hyatt Vacation Club at Windward Pointe is an oceanfront Key West resort with two-bedroom villas, an infinity-edge pool, and Atlantic Ocean views.

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

Hampton by Hilton Marathon: Florida Keys getaway with pool, breakfast, WiFi.

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

Geiger Key Marina RV Park offers waterfront RV sites with tiki huts, full hookups, and access to kayaking, fishing, and a laid-back fish camp atmosphere—just 10 miles from downtown Key West.

Key Largo Inn offers budget-friendly, Caribbean-style accommodations with a pool, full bar, and dive shop, centrally located in Key Largo.

Oceanlivin offers luxury vacation rentals in Key West, featuring oceanfront properties with private pools, gourmet kitchens, and concierge services. Ideal for travelers seeking a tranquil island retreat.

Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.

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

A private waterfront sanctuary in Key Largo with lush tropical design, infinity pool, and full property buyout for unforgettable gatherings.

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.

Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.

Charming boutique hotel in historic Key West with spacious rooms and pool.

Village at Hawks Cay Villas, by KeysCaribbean, offers spacious island-style villas—many with private pools, spa tubs, boat dockage, and ocean views—perfect for families or couples seeking a relaxed, Keys-style vacation.

The Weatherstation Inn is an adults-only, historic Key West bed & breakfast tucked away in the gated Truman Annex, offering charming, island-inspired rooms, a sunny terrace, outdoor pool, free continental breakfast, and easy walking access to Duval Street and Mallory Square.