Chesapeake Beach Resort
About this property
Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away. A 37-inch flat-screen cable TV and a small refrigerator are offered in each room at this Florida Chesapeake Beach Resort. Select rooms and suites have a balcony. Chesapeake Beach Resort features an outdoor pool with an ocean view. Guests can check out the History of Diving Museum (3 minutes’ walk) or see a show at the Theater of the Sea (4 minutes’ drive).
Couples in particular like the location – they rated it 8.9 for a two-person trip.
Distance in property description is calculated using © OpenStreetMap
Most popular amenities
- 2 swimming pools
- Free parking
- Beachfront
- Free Wifi
- Non-smoking rooms
- Facilities for disabled guests
- Private beach area
Availability
Select dates to see this property's availability and prices
Room Type | Number of guests | |
---|---|---|
1 king bed | ||
2 full beds | ||
1 king bed | ||
2 full beds | ||
Bedroom 1 queen bed Living room 1 sofa bed | ||
2 full beds | ||
1 king bed | ||
Bedroom 1 king bed Living room 1 sofa bed | ||
2 queen beds | ||
Bedroom 2 queen beds Living room 1 sofa bed | ||
2 queen beds | ||
1 king bed and 1 sofa bed | ||
1 king bed | ||
1 king bed | ||
Bedroom 1 1 king bed Bedroom 2 1 full bed Living room 1 sofa bed | ||
Bedroom 1 king bed Living room 1 sofa bed | ||
Bedroom 2 full beds Living room 1 sofa bed | ||
Bedroom 1 king bed Living room 1 sofa bed | ||
1 king bed |
Guest reviews
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Guests who stayed here loved
- Danielle
United States
“The free 2 hour paddle board or canoe rental and the private beach was my favorite” - Joyce
United States
“The property has been improved since we first started visiting about four years ago. The staff is visible and friendly. The location is just perfect for us. They also offer limited covered parking.” - Cheryl
United States
“The place was beautiful. The room was very clean and beds were comfortable. The pools were nice and we enjoyed the spa tub most evenings. They had kayaks available which were fun to do. They had several sitting areas around the property which...” - Michael
United States
“Beautiful property, great location, and pristine view of the sea.” - Halle
United States
“This place is fabulously located and really a hidden gem in Islamorada. The little beach hasn’t never been crowded on either of our visits, and the ocean views are terrific. This is probably what most of the luxury Keys properties were like a...” - Ernesto
United States
“I loved the resort. Very convenient location with several goos restaurants and attractions nearby. The room was lovely, super clean, very modern style with an ocean view. The staff was fantastic, A+!” - Marilyn
United States
“Great location, would like to have stayed longer. Idea of breakfast was good, items good but WAY too small a room for the size of resort. We could barely get in to get coffee and muffin. They did have omelets made to order as well as waffles but...” - Daphne
United States
“Loved breakfast and Chef Chris! Beach was wonderful and beautiful! Loved just lounging in chairs all day. Will certainly go back!” - Rebecca
United States
“The property was very clean and beautiful, great location.” - Jeremy
United States
“Good location. Omelette & waffle guy did a good job! Very tasty.”
Area info
House rules
Child policies
Children of all ages are welcome.
Children 12 and above will be charged as adults at this property.
To see correct prices and occupancy info, add the number and ages of children in your group to your search.
Crib and extra bed policies
Cribs and extra beds aren't available at this property.




The fine print
You must show a valid photo ID and credit card upon check-in. Please note that all special requests cannot be guaranteed and are subject to availability upon check-in. Additional charges may apply.
If you expect to arrive outside check in hours, please inform the property in advance.
Please note, due to previous hurricanes some amenities are limited. Please contact the property for more details.
Please note that the property is currently undergoing restoration. Limited amenities may be available.
Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
In response to the coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.