Find 2-Star Hotels in Islamorada

Welcome to a one-of-a-kind place of possibilities. With fifteen waterfront acres of invigorating adventure and idyllic relaxation, our Islamorada, Florida, resort is a family-friendly place of easygoing enjoyment and simple pleasures, with a variety of bright, island-inspired guestrooms and cottages. And The Cove, an adult-centric resort-within-a-resort, features a tranquil, private beach lagoon. All around, you’ll see the tropical beauty and feel the authentic spirit of the Keys. Enjoy nine distinctive culinary offerings, from the woodsmoke warmth of Kindler to the legendary Tiki Bar. Here in Islamorada, the “Sport Fishing Capital of the World,” the expertise of seasoned fishermen and a full-service marina await serious anglers and curious newcomers alike. Whether you’re looking for unparalleled fishing, family fun in the sun, a romantic getaway, an upscale corporate retreat, or an unforgettable seaside event, Three Waters Resort & Marina offers the ultimate Florida Keys experience.

Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park. This beach hotel is 1.2 mi (2 km) from Islamorada Brewery & Distillery and 1.7 mi (2.8 km) from Keys History & Discovery Center. Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. Featured amenities include a computer station, a 24-hour front desk, and multilingual staff. Make yourself at home in one of the 60 air-conditioned rooms featuring microwaves and flat-screen televisions. Your room comes with a pillowtop bed. Cable television is provided for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers.

Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum. This hotel is 4.7 mi (7.5 km) from Windley Key Fossil Reef Geological State Park and 6.6 mi (10.6 km) from Anne's Beach. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include laundry facilities and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 9 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and microwaves, and housekeeping is provided daily.

With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center. This hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.7 mi (1.1 km) from History of Diving Museum. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area. The front desk is staffed during limited hours. Limited parking is available onsite. Make yourself at home in one of the 20 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with showers are provided. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.

With a stay at Breezy Palms Resort in Islamorada (Matecumbe), you'll be within a 15-minute walk of Bud n' Mary's Dive Center and Indian Key Historic State Park. This beach aparthotel is 1.3 mi (2.1 km) from Hurricane Monument and 1.5 mi (2.4 km) from Florida Keys Brewing Co.. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. This aparthotel also features complimentary wireless internet access, gift shops/newsstands, and tour/ticket assistance. Featured amenities include luggage storage, laundry facilities, and a safe deposit box at the front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 40 guestrooms, featuring kitchens with full-sized refrigerators/freezers and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided weekly.

With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the Strip, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum. This beach hotel is 2 mi (3.3 km) from Rain Barrel Village and 2.2 mi (3.5 km) from Founders Park. Enjoy recreational amenities such as an outdoor pool and a fitness center. Additional features at this hotel include complimentary wireless internet access, wedding services, and a picnic area. A complimentary continental breakfast is served daily from 9:00 AM to 11:00 AM. Featured amenities include a business center, complimentary newspapers in the lobby, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 20 guestrooms featuring refrigerators and microwaves. Rooms have private patios. 24-inch LCD televisions are provided, with cable programming available. Bathrooms have complimentary toiletries and hair dryers.

With a stay at Treasure Harbor in Islamorada, you'll be within a 10-minute walk of Rain Barrel Village and Founders Park. This hotel is 0.5 mi (0.8 km) from Islamorada County Park and 2 mi (3.2 km) from Windley Key Fossil Reef Geological State Park. Make use of convenient amenities, which include complimentary wireless internet access and a vending machine. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 6 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided once per stay.

Located in Islamorada (Matecumbe), Matecumbe Resort is within a 5-minute drive of Robbie’s of Islamorada and Indian Key Historic State Park. This beach resort is 1.9 mi (3 km) from Sunset Drive Beach and 2.9 mi (4.6 km) from Anne's Beach. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool. Additional amenities at this resort include complimentary wireless internet access, a picnic area, and charcoal grills. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 36 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private patios. Complimentary wireless internet access is available to keep you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided on request.

Tucked away in the vibrant Florida Keys, is our pristine Bungalow paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing getaway, look no further. Relax with the family in this cozy Island retreat. Completely remodeled! Come enjoy the community heated pool and a morning bike run. Enjoy the Florida Keys with your own private backyard and private parking.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

When you stay at Ragged Edge Resort & Marina in Islamorada, you'll be near the beach, within a 10-minute walk of Rain Barrel Village and Founders Park. This guesthouse is 0.6 mi (0.9 km) from Islamorada County Park and 2.1 mi (3.4 km) from Windley Key Fossil Reef Geological State Park. Enjoy recreation amenities such as an outdoor pool or take in the view from a terrace. Additional features at this guesthouse include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 14 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include ceiling fans, and housekeeping is provided daily.