Hotel in Upper Matecumbe Key, FL
3-Star Hotel
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this hotel
At Chesapeake Beach Resort, you can relax at one of the 2 outdoor swimming pools, play on the private white sand beach, or spend the day at a marina.
Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels. Bathrooms include showers, complimentary toiletries, and hair dryers.
A private beach, a marina, and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site.
Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels. Bathrooms include showers, complimentary toiletries, and hair dryers.
This Islamorada hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested.
A private beach, a marina, and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site.
Children under 16 years old are not allowed in the swimming pool without adult supervision.
The recreational activities listed below are available either on site or nearby; fees may apply.
Amenities
Business facilities
Air conditioning
Pool
Non-smoking
TV
Coffee/tea maker
Bar
WiFi/Internet
Microwave
Shower
Ironing facilities
Towels
Hairdryer
Housekeeping available
Map of Upper Matecumbe Key, FL
Available Rooms
Ratings and reviews
8 / 10Excellent·Aug 2026
Nice ocean/beach view. Good property. Easy to find. Definitely worth it. Free ok breakfast.
10 / 10Outstanding·Aug 2026
Very happy about everything i will comeback very soon
10 / 10Outstanding·Aug 2026
Service was great, room clean and spacious.
Definitely will be coming back
5 / 10·Nov 2026
Staff were so great. Fresh cookies and champagne on. Check-in. On site omelets delicious. Rooms clean, if available upgrade to ocean view .
$$$$
Top rated by guests
9.4Outstanding
(1,791 Ratings)
"Very happy about everything i will comeback very soon"
RubenDon't miss out! Price and availability may change
