Places to Stay

Stay in a charming Victorian Key West inn with unique rooms, pool, and breakfast.

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

55+ pet-friendly manufactured home community with 23 homes, laundry, fishing, and picnic spaces.

Tranquil Key West B&B with tropical rooms, pools, and no hidden fees.

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.

Bayfront Suites in Key West offers luxury waterfront condos with modern amenities, a rooftop veranda, and a private marina. Perfect for both relaxation and special events.

Charming tropical boutique inn in historic Key West with pool, breakfast, and happy hour.

Osprey Bay Villa is a luxurious 5-bedroom, 3-bathroom bayfront home in Islamorada, offering a private pool, hot tub, deep-water dock, and breathtaking sunset views, accommodating up to 10 guests.

The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.

The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.

The Weatherstation Inn is an adults-only, historic Key West bed & breakfast tucked away in the gated Truman Annex, offering charming, island-inspired rooms, a sunny terrace, outdoor pool, free continental breakfast, and easy walking access to Duval Street and Mallory Square.

Coco Plum on the Bay — luxurious 4-bedroom waterfront vacation home in Marathon, FL.

Tropical Inn is an intimate, adults-only boutique inn located on historic Duval Street in Key West.

Luxurious Key West stays with ocean views, private suites, and island charm.