Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States - Show on map
4.0 88 reviews

The premium Chesapeake Beach Resort Islamorada offers quick access to Whale Harbor Marina, situated about a 5-minute walk away. Located 3.6 km from Hurricane Monument, this Islamorada hotel features 45 rooms with views of the sea.

Location

Rain Barrel Village is around 10 minutes by car from the 3-star resort, while Upper Matecumbe Key Island is nearly 15 minutes away by car. Located on a private beach, the oceanfront property is 100 metres from Wilson Key. Staying at this smoke-free hotel, you can also enjoy natural sights such as Windley Key Fossil Reef Geological State Park, which is 2 km away.

Rooms

All of the smoke-free rooms are complete with complimentary Wi-Fi and a flat-screen cable TV as well as a coffee maker, and some of them include a patio and a balcony. They are furnished with double beds or couch beds along with a cupboard and a sofa bed. Offering hair dryers and towels, the bathrooms also feature a walk-in shower, a lowered sink, and a raised toilet.

Food & Drinks

Jaws Raw Bar offers a wide range of American dishes and lies only a short drive from the property.

Leisure & Activities

A tennis court and a play area are available for an additional charge. Offering a swimming pool the Chesapeake Islamorada provides guests with spa therapy, barbecue grills, and a garden. There is a fitness suite with a wide range of sports.

Why choose Chesapeake Beach Resort Islamorada

Select room

Main amenities

  • Wi-Fi

  • 24-hour services

  • Swimming Pool

  • Private beach

  • Sports activities

  • Spa and relaxation

  • Wheelchair access

  • Air conditioning

  • Pets

General
  • Wi-Fi
  • 24-hour services
  • Swimming Pool
  • Private beach
  • Sports activities
  • Spa and relaxation
  • Wheelchair access
  • Air conditioning
  • Pets
1/2

Internet

  • Wi-Fi

Parking options

  • Free parking

Activities

  • Fishing

Property services

  • 24-hour reception
  • VIP check-in/ -out
  • Security
  • Luggage storage
  • Housekeeping
  • Shops/Commercial services
  • Welcome drink

In the kitchen

  • Cookware/ Kitchen utensils

For kids

  • Board games

Recreation

  • Private beach
  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Sun loungers
  • Jacuzzi
  • Pool with view
  • Shallow end

For disabled guests

  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Toilet for disabled
  • Bathroom for disabled

In the rooms

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture
  • Dining table

In the bathroom

  • Free toiletries
  • Sink

Devices

  • Flat-screen TV
  • AM/FM alarm clock

General facilities

  • No smoking on site
  • Allergy-free rooms
  • Lift
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Pets

  • Pets allowed

Important information

Check-in:
from 16:00 until 23:00
Check-out:
from 07:00 until 11:00
  • Children and extra beds
  • There are no extra beds provided in a room.
  • There are no cots provided in a room.

Enter dates to see availability

From USD 149 per night
Check-in 3 Aug 2025
Check-out 4 Aug 2025
Guests 2 guests

Adults:

2

Children:

0

Rooms

Photos of Chesapeake Beach Resort Islamorada

Location of Chesapeake Beach Resort Islamorada

83409 Overseas Highway, Islamorada, United States

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    Guest reviews of Chesapeake Beach Resort Islamorada

    8.5 Fabulous
    909 reviews

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    Select language
    Enter dates to see availability
    From USD 149 per night
    Check-in 3 Aug 2025
    Check-out 4 Aug 2025
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    3 Aug 2025
    4 Aug 2025
    Guests
    2 guests
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    Details:

    83409 Overseas Highway, Islamorada, United States

    Important information
    Chesapeake Beach Resort
    Check-in:
    from 16:00 until 23:00
    Check-out:
    from 07:00 until 11:00
    • Children and extra beds
    • There are no extra beds provided in a room.
    • There are no cots provided in a room.