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.

Key West

Winslow's Bungalows

Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.

Weddings Max

Meetings Max

Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront offers a newly renovated, resort-style experience with no resort or parking fees. Enjoy spacious rooms, a heated outdoor pool, Tiki Bar, and direct access to the Gulf of Mexico.

Key West

H2O Suites

H2O Suites is an adults-only luxury hotel in Key West, offering 22 contemporary suites with private plunge pools, Italian marble bathrooms, and rooftop pool access, just steps from Duval Street.

Key West

Speakeasy Inn

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.

Key West

The Bishop Key West

The Bishop Hotel in Key West offers a boutique guesthouse experience across five historic Conch-style properties, blending Old Town charm with modern comfort.

Key West

Santa Maria Suites Resort

Luxurious Key West all-suite retreat with kitchens, pools, and Duval vibes.

Marathon

Jolly Roger RV Resort

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

Marathon

Sea Isle Condos

Oceanfront 2-bedroom, 2-bath condos in Key Colony Beach, FL, offering private beach access, heated pool, and stunning Atlantic views. Ideal for couples and families seeking a tranquil Keys getaway.