Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States - Close to local dining
4.0 88 reviews

Located about a 5-minute walk from the Whale Harbor Marina, the 3-star Chesapeake Beach Resort Islamorada gives quick access to various city sites. Situated 2.8 km from the world-class museum "Florida Keys History and Discovery Center", this Islamorada resort features a heated pool with pool views.

Location

Around 10 minutes by car from the oceanfront hotel you will reach Indian Key State Historic Site|the Indian Key State Historic Site. The Chesapeake Islamorada is also 4.5 km from the Rain Barrel Village.

Rooms

This smoke-free property welcomes guests to 45 non-smoking rooms. Some of them come with Wi-Fi along with a microwave. Bathrooms inlude a walk-in shower, a lowered sink, and a raised toilet, and such fine comforts as hair dryers and towels.

Food & Drinks

Jaws Raw Bar is located next to Chesapeake Beach Resort and serves American dishes, 13 minutes' walk away.

Leisure & Activities

A tennis court and a play area are available for additional fees. Beach facilities at this hotel include free Wi-Fi access, sun loungers, and beach towels.

Why choose Chesapeake Beach Resort Islamorada

Select room
  • Private beach access with lounge chairs

  • Renovated rooms with ocean views

  • On-site water sports rentals available

  • Outdoor pool with ocean view

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

  • 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
  • Patio
  • 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 12 Jan 2026
Check-out 13 Jan 2026
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

 -  Close to local dining
Attractions
Great restaurants
Transportation

Places nearby

    Guest reviews of Chesapeake Beach Resort Islamorada

    8.6 Fabulous
    830 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 149 per night
    Check-in 12 Jan 2026
    Check-out 13 Jan 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    12 Jan 2026
    13 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 cots provided in a room.