Places to Stay

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.

Adult-only Key West inn with lush gardens, pool, spa, and cozy rooms.

Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.

Kingsail Resort offers waterfront accommodations with marina access, free kayak rentals, and a lagoon-view pool in Marathon, Florida Keys

The Nest Villa in Islamorada is a private upper-level retreat with two bedrooms, panoramic Florida Bay views, and marina access with free dockage.

Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!

The Speakeasy Inn is a historic adults-only guesthouse in Old Town Key West, offering tropical-themed suites, a wraparound porch, and a Rum Bar featuring over 350 rums.

Coconut Mallory Marina + Resort is a laid-back, family-friendly retreat in Key West, offering studio, one-bedroom, and two-bedroom condos with full kitchens.

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

Center Court Key West offers boutique vacation rentals in Old Town, featuring 9 private suites with heated pools, lush gardens, and a central location just steps from Duval Street.

Lazy River Vacation — family-friendly waterfront vacation home in Marathon, where a private heated lazy river pool and 70-ft dock redefine Florida Keys relaxation.

Flamingo Restaurant at Everglades offers breakfast, lunch, and dinner with stunning Florida Bay views, featuring fresh seafood, cocktails, and a “cook your catch” option.

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

Sugarloaf Key RV Resort & Cottages is a luxury waterfront retreat in the Florida Keys, offering premium RV sites, pet-friendly glamping options, and a variety of amenities including a heated pool, kayak and paddleboard rentals, and an on-site tiki bar.

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