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Get an overview of this hotelFlorida Keys getaway with 2 oceanfront pools

On lovely Islamorada

Renowned for its fishing, Islamorada is part of the Florida Keys - and Chesapeake Beach Resort puts guests steps from its sun-kissed shoreline. Those who can tear themselves from a lounger can drive 4 minutes to Theater of the Sea, where visitors can get in the water with dolphins and sea lions.

Boats, courts, and pools

Guests can fuel up at the breakfast buffet for a day of kayaking and pedal boating. The rest of the day can be spent on the tennis or shuffleboard courts, on a fishing boat, in the oceanfront hot-water spa, or simply lounging by the 2 heated pools. Kids can burn off energy in the playground.

Free WiFi on the balcony

Guestrooms evoke a tropical vibe with refreshing green tones and a screened balcony overlooking the gardens or ocean. Free WiFi makes it easy for guests to stay connected, while the mini-fridge and flat-screen HDTV provide the ingredients for a lazy night in.

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.

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

Family Friendly Amenities

  • Free Wi-Fi  
  • Laundry facilities  
  • Outdoor pools  
  • On private beach  
  • Outdoor tennis court  
  • Refrigerator  
  • Rollaway/extra beds available  

Internet

Available in all rooms: Free WiFi

Available in some public areas: Free WiFi

Parking

Free self parking

Room Amenities

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

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 
  • Manicures and pedicures 
  • Body wraps 
  • Body scrubs 
  • Aromatherapy treatments 
  • Hydrotherapy treatments 
  • Massages 
  • Couples treatment rooms 
  • Body treatments 
  • Facial treatments 

Accessibility

To make requests for specific accessibility needs, complete the "Special or Accessibility Requests" section of "Trip Preferences" when you book your hotel.

  • Accessible bathroom 

Hotel Policies

Check-in

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

Check-out time is 11 AM

Payment types

Pets

  • Pets not allowed

You need to know

Extra-person charges may apply and vary depending on hotel 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.

Minimum guest age is 21

Fees

The charges below are included in your overall room price:
  • Resort fee
The hotel 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.


* Rooms for this hotel are currently unavailable on our site.
† This room is not available on our site.
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