Chesapeake Beach Resort

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

Providing 45 rooms, the 3-star Chesapeake Beach Resort Islamorada is around 5 minutes by foot from Whale Harbor Marina. The resort offers parking on site and a heated swimming pool.

Location

This Islamorada hotel has a private setting 1.7 miles from Lobster Trap Art Gift Shop and Gallery, while natural sights like Windley Key Fossil Reef Geological State Park are 1.2 miles away. You'll find History of Diving Museum within a few blocks of the oceanfront Chesapeake Beach Resort Islamorada. The nearby cultural attractions include Hurricane Monument, which is approximately a 10-minute drive from the accommodation.

Rooms

The non-smoking rooms have a balcony and a sitting area, and some of them face the sea. A flat-screen TV with satellite channels, as well as comforts as air conditioning are also featured. Offering a walk-in shower and a separate toilet, the bathrooms are also appointed with shower caps and bath sheets.

Food & Drinks

You can dine at Jaws Raw Bar, within reach of the traditional Chesapeake Beach Resort.

Leisure & Activities

The non-smoking hotel includes a tennis court and a play area available for an additional charge. This property has an own beach area with free Wi-Fi and lounge chairs.

Why choose Chesapeake Beach Resort Islamorada

Select room

Main amenities

  • Free Wi-Fi

  • 24-hour services

  • Swimming Pool

  • Private beach

  • Sports activities

  • Wheelchair access

  • Air conditioning

  • Pets

General
  • Free Wi-Fi
  • 24-hour services
  • Swimming Pool
  • Private beach
  • Sports activities
  • Wheelchair access
  • Air conditioning
  • Pets
1/17

Internet

  • Free Wi-Fi

Parking options

  • Free parking

Activities

  • Yoga class
  • Fishing

Property services

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

Dining options

  • Snack bar

In the kitchen

  • Cookware/ Kitchen utensils

For kids

  • Board games

Recreation

  • Private beach
  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Sun loungers
  • Live entertainment
  • 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 cribs provided in a room.

Enter dates to see availability

From USD 149 per night
Check-in 20 Jan 2026
Check-out 21 Jan 2026
Guests 2 guests

Adults:

2

Children:

0
Special offers & deals Limited offer

Early Booking Discount

Up to 20% off
Save up to 20% when you book at least 30 days before your trip.

Summer Deal

Up to 15% off
Make the most of summer with up to 15% off and free breakfast – limited-time offer.

Members Only Rate

Up to 15% off
Join now to unlock up to 15% off on your dates – visible to members only.

Mobile-Only Deal

An exclusive discount – get up to 10% off when you book from your phone.

Family Package Deal

Up to 20% off
Save up to 20% with special family packages that include your stay, meals, and fun for the kids..

Rooms

Photos of Chesapeake Beach Resort Islamorada

Location of Chesapeake Beach Resort Islamorada

83409 Overseas Highway, Islamorada, United States

Attractions
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Transportation

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    Guest reviews of Chesapeake Beach Resort Islamorada

    8.6 Fabulous
    828 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 149 per night
    Check-in 20 Jan 2026
    Check-out 21 Jan 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    20 Jan 2026
    21 Jan 2026
    Guests
    2 guests
    Contact Us
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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 cribs provided in a room.