Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
Filters
Marathon
Terra Marine Park
55+ pet-friendly manufactured home community with 23 homes, laundry, fishing, and picnic spaces.
Islamorada
Mar-Key Islamorada
Mar‑Key Islamorada is an exclusive oceanfront private estate in the Florida Keys blending historic Old Florida charm with modern luxury.
Meetings Max
20
Marathon
Conch Key Fishing Lodge & Marina
Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!
Marathon
Monte Christo Condos
Monte Christo Condominiums is a luxury oceanfront retreat in Key Colony Beach, offering two- and three-bedroom condos with resort-style amenities.
Key West
Conch House Heritage Inn
The Conch House Heritage Inn is a historic adult-only bed and breakfast located in Old Town Key West. Guests enjoy elegant accommodations, a pool, daily breakfast with mimosas, and a prime location just steps from Duval Street.
Key Largo
Bay Harbor Lodge & Coconut Bay Resort
Bay Harbor & Coconut Bay Resort offers a tranquil waterfront escape in Key Largo, featuring 23 charming cottages, a private beach, and lush tropical gardens.
Islamorada
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
Islamorada
Chesapeake Beach Resort
Escape to paradise at Chesapeake Beach Resort—luxury oceanfront stays in the Florida Keys.
Key West
DoubleTree Resort by Hilton Grand Key - Key West
Located near Smathers Beach, DoubleTree Key West offers family-friendly comfort with newly renovated guestrooms and meeting rooms, resort-style amenities, and a complimentary shuttle to Old Town and Duval Street.
Meetings Max
300
Total Space
8746 sq ft
Largest Room
3402 sq ft
Key Largo
Bungalows Key Largo
All-inclusive adults-only luxury resort in Key Largo with oceanfront bungalows.
Meetings Max
40
Total Space
2800 sq ft
Largest Room
2800 sq ft
Islamorada
Creekside Inn
Creekside Inn Islamorada offers cozy, comfortable accommodations with water views, complimentary Wi-Fi, and easy access to water sports. Ideal for travelers seeking a relaxed, nature-filled getaway in the Florida Keys.
Marathon
Conch Key Villas
Conch Key Villas offers charming waterfront accommodations on Conch Key, featuring fully equipped studios with private boat slips, ideal for fishing enthusiasts and couples seeking a tranquil retreat.
Key Largo
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
Weddings Max
60
