Chesapeake Beach Resort offers a quiet escape in Matecumbe. Start your day with a leisurely breakfast, then head to the private beach with sun loungers and kayaking. Enjoy two outdoor pools, while multilingual staff and concierge services help plan the perfect stay.
Free continental breakfast, a marina, and a bar are just a few of the amenities provided at Chesapeake Beach Resort. With a private beach, sun loungers, and fishing, this hotel is the perfect place to soak up some sun. Enjoy onsite activities like kayaking and boat tours. Stay connected with free in-room WiFi.
You'll also enjoy the following perks during your stay:
2 outdoor pools along with sun loungers
Free bicycle rentals, coffee/tea in the lobby, and a computer station
Multilingual staff, a 24-hour front desk, and smoke-free premises
Beach towels and concierge services
Guest reviews give top marks for the breakfast, beach locale, and pool
Room features
All 60 rooms offer comforts such as laptop-friendly workspaces and air conditioning, in addition to perks like free WiFi. Guest reviews speak positively of the clean, spacious rooms at the property.
More amenities include:
Hypo-allergenic bedding and pillowtop mattresses
Designer toiletries, showers, and hair dryers
43-inch HDTVs with cable channels
Wardrobes/closets, microwaves, and coffee/tea makers
Check-in start time: 4:00 PM; Check-in end time: 3:00 AM
Contactless check-in available
Late check-in subject to availability
Minimum check-in age: 18
Check-out
Check-out before 11 AM
Contactless check-out available
A late check-out fee will be charged
Special check-in instructions
Front desk staff will greet guests on arrival at the property
Information provided by the property may be translated using automated translation tools
Access methods
Staffed front desk
Pets
Pets allowed for an extra charge of USD 50.00 per accommodation, per night, plus a deposit of USD 50.00 per night
Service animals are welcome, and are exempt from fees
2 total (up to 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation
Children and extra beds
Children are welcome
Rollaway/extra beds are not available
Property payment types
Important information
Optional extras
Pet deposit: USD 50.00 per night
Pet fee: USD 50.00 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.
You need to know
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
We should mention
This property does not have elevators
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
Children under 16 years old are not allowed in the swimming pool without adult supervision
Frequently asked questions
Does Chesapeake Beach Resort have a pool?
Yes, this property has 2 outdoor pools. Pool access is from 8:00 AM–6:00 PM.
How much does it cost to stay at Chesapeake Beach Resort?
As of 21 Jumada I 2026, prices found for a 1-night stay for 2 adults at Chesapeake Beach Resort on 28 Jumada I 2026 start from SAR 656, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Chesapeake Beach Resort pet-friendly?
Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet. There's a deposit of USD 50.00 per night and a fee of USD 50.00 per accommodation, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.
What time is check-in at Chesapeake Beach Resort?
Check-in start time: 4:00 PM; Check-in end time: 3:00 AM. Late check-in is available during limited hours.
What time is check-out at Chesapeake Beach Resort?
Check-out is at 11 AM. Late check-out is available for a fee.
Where is Chesapeake Beach Resort located?
Nestled on the beach, this Matecumbe hotel is within 1 mi (2 km) of History of Diving Museum and Windley Key Fossil Reef Geological State Park. Islamorada Brewery & Distillery and Keys History & Discovery Center are also within 2 mi (3 km).
Can I cancel my reservation for free and receive a full refund?
Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Absolutely loved it here. It was clean, beautiful and the made to order eggs/pancakes/french toast every morning was a huge plus. Our room had an amazing ocean view. Will definitely be staying here again when we go back to the keys
The people were helpful & friendly. Accommodations were superb. The free breakfast selections were more than you get at most hotel chains. The area was very picturesque with the turquoise waters, cool breezes, and multiple swimming pools for a relaxed, calm days.
This place was perfect for my family. The continental breakfast saved us a lot of money on food, the staff was friendly and the resort was clean. Will 100% be back here.
Wonderful property! Every staff member was friendly, the room was clean and spacious, breakfast was cooked to order as we ate outside overlooking the water. We had a small dog and she was welcome everywhere. I would definitely stay here again!
Everything about our stay here was fantastic! The staff were all very friendly and accommodating. Fresh-made omelets with friendly smiles to start every day!
Everything was very clean. We will be back!