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.

Islamorada

Casitas at Cheeca Lodge

Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering upscale accommodations, a 9-hole golf course, spa services, and a private beach with water sports activities. Ideal for couples and families seeking a tranquil Keys getaway.

Key Largo

Ocean Pointe Suites

Set on a private 60-acre oceanfront sanctuary, this resort offers spacious one- and two-bedroom suites, a private sandy beach, Jr. Olympic pool, deep-water marina, oceanfront gazebo, and tennis/pickleball courts.

Key Largo

Amoray Dive Resort

Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.

Weddings Max

Meetings Max

The Lower Keys

Sugarloaf Key Hotel at KOA Resort

Tropical seaside stay with marina access and on-site dining.

Islamorada

Mangrove Marina

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

Islamorada

Atlantic Bay Resort

Relax in paradise at Atlantic Bay Resort with private beach, waterfront views, and tropical cottages.

Marathon

Kingsail Resort

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

Marathon

Rainbow Bend Resort

Rainbow Bend Resort is a family-friendly, oceanfront retreat in Marathon, Florida, offering a private beach, saltwater pool, and hot tub with ocean views.

Key Largo

Snappers Oceanfront Restaurant & Bar

Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.

Key West

New Orleans House

New Orleans House is a gay male-only guesthouse on Duval Street in Key West, featuring a clothing-optional pool, rooftop sundeck, and complimentary happy hour.

Islamorada

Conch On Inn

Key West

Smallest Bar Inn

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.