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Chesapeake Beach Resort places you within a short walk of History of Diving Museum and within a mile (2 km) of Theater of the Sea. This 65 -room resort has 2 outdoor pools along with a private beach and a marina. Also close to this Islamorada resort are Windley Key Fossil Reef Geological State Park and Hurricane Monument.


Start your day off right with a free buffet breakfast, served each morning from 7 AM to 10 AM. Satisfy your hunger from the comfort of your room with room service.


Chesapeake Beach Resort's 65 air-conditioned rooms provide balconies, refrigerators, and coffee makers. Guests can expect free WiFi and 37-inch flat-screen TVs with satellite channels. Pillowtop beds grant a restful night's sleep, and bathrooms offer hair dryers and free toiletries. Ceiling fans, safes, and phones are also standard.

Property features

Chesapeake Beach Resort features a private beach, a marina, and a full-service spa. If you drive, put free parking to good use. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. Other amenities at this beach resort include 2 outdoor pools, a fitness center, and a spa tub.


  • Free buffet breakfast
  • Free WiFi in rooms and public areas
  • Free parking
  • Marina

Hotel Amenities

Hotel Amenities

Simply walk outside to feel the sun on your face at the sand beach. At Chesapeake Beach Resort you can cool off in one of the 2 outdoor swimming pools and indulge in a pampering afternoon at the full-service spa.

A computer station is located on site and high-speed wireless Internet access is complimentary. This beach resort also offers an outdoor tennis court, a spa tub, and a fitness center. Onsite self parking is complimentary.

Chesapeake Beach Resort is a smoke-free property.

  • On private beach 
  • Total number of rooms - 65 
  • Front desk (limited hours) 
  • Laundry facilities 
  • Barbecue grill(s) 
  • Library 
  • Picnic area 
  • Free breakfast 
  • Full-service spa 
  • Number of outdoor pools - 2 
  • Number of floors - 2 
  • Spa treatment room(s) 
  • Multilingual staff 
  • Garden 
  • Free self parking 
  • Pool sun loungers 
  • Beach towels 
  • Smoke-free property 
  • Number of buildings/towers - 15 
  • Coffee/tea in common areas 
  • Free newspapers in lobby 
  • Fitness facilities 
  • Computer station 
  • Free WiFi 
  • Marina on site 
  • Tennis on site 
  • Outdoor tennis court 
  • Spa tub 


Available in all rooms: Free WiFi

Available in some public areas: Free WiFi


Free self parking

Room Amenities

Chesapeake Beach Resort offers 65 air-conditioned accommodations with safes and coffee/tea makers. Rooms open to balconies. Beds feature pillowtop mattresses. 37-inch flat-screen televisions come with satellite channels. Bathrooms include showers, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless high-speed Internet access. Business-friendly amenities include desks and phones. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily.

  • Balcony 
  • Air conditioning 
  • Ceiling fan 
  • In-room climate control (air conditioning) 
  • Phone 
  • Refrigerator 
  • Coffee/tea maker 
  • Daily housekeeping 
  • Private bathroom 
  • Free toiletries 
  • Hair dryer 
  • Shower only 
  • HDTV 
  • Iron/ironing board 
  • In-room safe 
  • Desk 
  • Rollaway/extra beds available 
  • Cribs/infant beds available 
  • Satellite TV service 
  • Flat-panel TV 
  • Free WiFi 
  • Pillowtop mattress 
  • Room service (limited hours) 

Where to Eat

Room service (during limited hours) is available.

Nearby Things to Do

A private beach, an outdoor tennis court, a marina, and complimentary bicycles are featured at the resort. 2 outdoor swimming pools are on site along with a spa tub. Other recreational amenities include a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

  • Snorkeling nearby 
  • Scuba diving nearby 
  • Parasailing nearby 
  • Free bicycles on site 
  • Ecotours nearby 
  • Bicycle rentals on site 
  • Fishing on site 
  • Kayaking on site 
  • Playground on site 
  • Rowing or canoeing on site 
  • Sailing on site 
  • Boat tours nearby 

Spa Services

Chesapeake Beaches Spa has massage/treatment rooms and couples treatment room(s). Services include deep-tissue massages, hot stone massages, massages, and facials. A variety of treatment therapies are provided, including aromatherapy and hydrotherapy.

  • Hot stone massage 
  • Deep tissue massage 
  • Prenatal massage 
  • Couples treatment rooms 
  • Manicures and pedicures 
  • Body wraps 
  • Body scrubs 
  • Aromatherapy treatments 
  • Hydrotherapy treatments 
  • Massages 
  • Body treatments 
  • Facial treatments 


To make special requests for accessibility needs, please note them at check-out when you book your room.

  • Accessible bathroom 

Hotel Policies


Check-in time ends at 11 PM

Check-in time starts at 3 PM

Minimum check-in age is 21

Special check-in instructions:

The front desk is open daily from 7 AM - 11 PM


Check-out time is 11 AM

Payment types


  • Pets not allowed

You need to know

Extra-person charges may apply and vary depending on property policy.

Government-issued photo identification and a credit card are required at check-in for incidental charges.

Special requests are subject to availability upon check-in and may incur additional charges. Special requests cannot be guaranteed.

  • Minimum Spring Break check-in age is 21 years old.

No rollaway/extra beds available

Minimum guest age is 21


The charges below are included in your overall room price:
  • Resort fee
The resort fee includes:
  • Breakfast
  • Internet access
We have included all charges provided to us by the property. However, charges can vary, for example, based on length of stay or the room you book.

Hotel Name

  • Chesapeake Beach Islamorada
  • Chesapeake Beach Resort
  • Chesapeake Beach Resort Islamorada
  • Chesapeake Resort
  • Chesapeake Beach Hotel Islamorada

We should mention

A resort fee is included in the total price displayed. Children 12 years old and younger stay free when occupying the parent or guardian's room, using existing bedding.

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