Islamorada Hotels with Pools

With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include luggage storage and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and bidets. Conveniences include laptop-compatible safes and blackout drapes/curtains, and housekeeping is provided daily.

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 1.6 mi (2.6 km) from Hog Heaven. 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.