Beach at the Marriott Key Largo Bay Beach Resort; Florida Keys

It’s as close to the Caribbean as you can get in the U.S. and most visitors come here for incredible snorkeling and scuba diving, the great weather, and the partying, of course. Though it can get rowdy (especially on Key West), the vibe is mostly laid-back.

Pier Key West at the Sunset Key Guest Cottages, a Westin Resort; Florida Keys

Families can splurge at Sunset Key Guest Cottages, located on a gorgeous, white-sand beach off the coast of Key West. The property boasts a reasonably-priced spa, a lovely pool and a long list of freebies, including Wi-Fi and breakfast basket delivery.

The Beach Front Cottage – Whelk Conch at the Conch Key Cottages; Florida Keys

The low-key Conch Key Cottages is a great pick for groups interested in outdoor activities, such as kayaking, private charter dives, snorkeling, and fishing. It’s located on its own quiet, private island a short drive from Marathon and Islamorada, and features 13 cottages with full kitchens, a nice outdoor pool, and free Wi-Fi.

The Weatherstation Inn; Florida Keys

The Weatherstation Inn is a charming historic boutique option in Old Town Key West, with only eight individually-decorated rooms, a quiet and laid-back atmosphere, and freebies such as breakfast, parking, and Wi-Fi.