La Siesta Resort & Villas

On Islamorada’s Matecumbe stretch of the Florida Keys, right off the Overseas Highway. Steps from Indian Key Historic State Park and Bud n' Mary's Dive Center, about 1 mile from the Hurricane Monument and 1.3 miles from Florida Keys Brewing Co. Beachfront, marina access, and pet-friendly rooms set the scene.

A collection of 55 individually decorated guestrooms, suites and cottages with kitchenettes or full kitchens. Rooms feature pillowtop beds with Egyptian cotton sheets, air conditioning, coffee/tea maker, satellite/cable TV and hairdryer. Expect a relaxed, breezy Keys vibe and a cool, airy outdoor dining area.

Private beach and outdoor pool plus an on-site marina with gulf- and ocean-side slips. Rent bikes, paddleboards and kayaks, or hop the Rum Runner water taxi and local shuttle. Resort-fee access links you to three resorts in the Islamorada Resort Collection — multiple beaches, four pools, fitness center, beach chaise lounges and umbrellas, and complimentary coffee in the lobby. Free parking and pets allowed on request (extra charge). Wake up to sea-breeze mornings and easy water-sport access.

24-hour front desk and enhanced Wi‑Fi (included via resort access). Water dispenser and convenient self-parking make quick work of arrivals.

On-site restaurant in a cool outdoor setting and a poolside bar for cocktails. Cooked-to-order breakfasts are served daily from 7:00 AM–11:00 AM for a fee, with limited-hours room service available. Guests also get access to culinary options across the resort collection.