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11/11/2026 - 11/12/2026
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Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

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(888) 450-6644
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Chesapeake Beach Resort Amenities

Wheelchair accessible (may have limitations)
Pool hoist on site
Wheelchair-accessible pool
Free WiFi
Number of bars/lounges - 1
Number of outdoor pools - 2
Wheelchair accessible parking
Beach towels
Free continental breakfast
Boat tours on site
Fishing on site
Off-street parking
On private beach
Free breakfast
Multilingual staff
24-hour front desk
Personal motor watercraft nearby
Smoke-free property
Snorkeling nearby
Coffee/tea in common areas
Kayaking on site
Beach sun loungers
Pool sun loungers
Fence around pool
Concierge services

Policies

Check-in: 3:00 PM, minimum check-in age 18. Check-out: 11:00 AM

Chesapeake Beach Resort Hotel Details

Located in Islamorada's Matecumbe district, the Chesapeake Beach Resort offers a relaxing getaway. Unwind on the private beach or take a dip in one of the two outdoor pools. The hotel's 60 air-conditioned rooms feature microwaves, flat-screen TVs, and pillowtop beds for your comfort. Modern amenities include cable television, designer toiletries, and hair dryers in the private bathrooms. Nearby attractions include the History of Diving Museum and Windley Key Fossil Reef Geological State Park, both within a five-minute drive. The Islamorada Brewery & Distillery and the Keys History & Discovery Center are also a short drive away.
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Choose your dates to see available rooms and rates
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Rooms
1
Adults
2
Children
0
Rooms must be less than number of adults
Children's ages must be provided
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