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 boasts 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 particularly like the location — they rated it 8.9 for a two-person trip.
Distance in property description is calculated using © OpenStreetMap
Most popular facilities
- 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 extra-large double bed | ||
2 double beds | ||
1 extra-large double bed | ||
2 double beds | ||
Bedroom 1 large double bed Living room 1 sofa bed | ||
2 double beds | ||
1 extra-large double bed | ||
Bedroom 1 extra-large double bed Living room 1 sofa bed | ||
2 large double beds | ||
Bedroom 2 large double beds Living room 1 sofa bed | ||
2 large double beds | ||
1 extra-large double bed and 1 sofa bed | ||
1 extra-large double bed | ||
1 extra-large double bed | ||
Bedroom 1 1 extra-large double bed Bedroom 2 1 double bed Living room 1 sofa bed | ||
Bedroom 1 extra-large double bed Living room 1 sofa bed | ||
Bedroom 2 double beds Living room 1 sofa bed | ||
Bedroom 1 extra-large double bed Living room 1 sofa bed | ||
1 extra-large double bed |
Guest reviews
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Guests who stayed here loved
- Nicholas
United Kingdom
“Amazing views with good privacy. The proximity of a some local restaurants was a bonus. Staff very frindly.” - Christine
Australia
“Location next to the beach was great - however maybe did not live up to our ‘resort’ expectations. Freshly cooked omelettes in the morning were great! Lovely view to wake up to. Comfy beds. Mostly pleasant staff. Good location to visit the...” - Jia
United Kingdom
“Everything. Staffs were friendly, room was clean and facility was good. There are 2 heated pools and a hot tub, with 2 hours free of water sports.” - Delphine
Canada
“Nice waterfront areas, great location, loved Chef Chris' music in the breakfast area, he was great! Enjoyed the installations in general. Welcome drinks are a nice touch!” - Jt
United Kingdom
“The location on the beach is great. Pools are great and breakfast was good” - Johanna
Estonia
“Private pool, private beach. Excellent omlette from chef!” - Helen
United Kingdom
“Beach and pools were lovely. Towels available. Use of paddle boards and kayaks a bonus. Rooms were a decent size, comfortable, with everything you needed. Easy parking.” - James
United Kingdom
“Very attentive staff, good facilities, good breakfast and very pleasant grounds” - Yasmina123
United Kingdom
“Villa was lovely, spacious and comfortable! Great location overlooking the sea.” - David
Gibraltar
“Perfect in every sense. We spent a wonderful couple of days last week, and decided to spend another couple extra days this week. Drove ftom orlando to islamorada twice in less than a week. A measure of how delighted we are with Chesapeake and its...”
Property surroundings
House rules
Child policies
Children of any age are welcome.
Children 12 years and above will be charged as adults at this property.
To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.
Cot and extra bed policies
Cots and extra beds are not 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 identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.