Chesapeake Beach Resort

Chesapeake Beach Resort is a 3.5-star independent hotel located in Islamorada, in the Florida Keys. The property sits on the oceanfront in Matecumbe, within a 5-minute drive of the History of Diving Museum and Windley Key Fossil Reef Geological State Park. The Keys History & Discovery Center is 1.7 miles away, and the Islamorada Brewery & Distillery is 1.2 miles from the hotel. Miami and Key West airports are each approximately 2 hours away.

The resort contains 65 rooms, including 8 suites, each equipped with air conditioning, a pillowtop bed, microwave, and flat-screen television. Free wireless internet access is included in every room, along with cable programming. Bathrooms feature showers, designer toiletries, and hair dryers. Guest comfort ratings are strong at 4.6 out of 5.

Chesapeake Beach Resort offers two outdoor pools and direct access to a private beach. A bar and lounge is on-site, and a complimentary continental breakfast is served daily from 6:00 AM to 10:00 AM. The property provides complimentary wireless internet throughout, concierge services, and beach sun loungers. Water activities are available, including snorkeling nearby, on-site kayaking and fishing, boat tours, and access to personal motor watercraft. The hotel also offers free bicycles for guest use. A 24-hour front desk and multilingual staff are available to assist guests.

Check-in begins at 4:00 PM and extends until 3:00 AM; check-out is at 11:00 AM. The property is smoke-free and welcomes pets up to 50 pounds per animal, with a maximum of two pets per room, for $50 per night per pet. Service animals are allowed without fees or restrictions. The hotel has a 4.5 out of 5 overall guest rating based on 1,436 reviews.

2 hrs. from Miami or Key West

Sorry, no airport shuttle available.

Included in your stay

• Extra-person charges may apply and vary depending on property policy
• Government-issued photo identification and a credit card may be required at check-in for incidental charges
• Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
• This property accepts credit cards; cash is not accepted
• Safety features at this property include a fire extinguisher
• This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

• Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.

Contactless check-in is available

Contactless check-out is available

Pets are welcome.

• $50 per night per pet

• Pet deposit: $50 per night Pet fee: $50 per accommodation, per night Service animals are exempt from fees A late check-out fee will be charged The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

• Pool access available from 8:00 AM to 6:00 PM.
• Some facilities may have restricted access. Guests can contact the property for details using the contact information on the booking confirmation.
• Construction is underway at a neighboring building and there may be noise disturbance from the construction work.
• Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation (surcharges apply and can be found in the Fees section).
• Contactless check-in and contactless check-out are available.