Places to Stay

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.

Charming eco-lodge on Big Pine Key with oceanfront views and Key deer nearby.

Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.

Key Lantern Motel & Blue Fin Inn offers clean, budget-friendly rooms in Islamorada, ideal for Keys adventurers.

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

Discover Island Villa: Luxury Florida Keys getaways await.

Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront

Charming adult-only Key West retreat with pool, jacuzzi, and vibrant vibes.

Discover Jolly Roger RV Resort: spacious sites, stunning views, and island adventures!

Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.

Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.

Simonton Court Historic Inn & Cottages is a tranquil adults-only boutique inn in Old Town Key West, offering four outdoor pools, daily continental breakfast, bike rentals, and lush tropical gardens just steps from Duval Street.

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

Orchid Key Inn is an adults-only boutique hotel on Duval Street, offering stylish rooms, a tropical pool with a hot tub, and a vibrant poolside bar, all within walking distance of Key West's top attractions.