Chesapeake Beach Resort

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

The premium 3-star Chesapeake Beach Resort Islamorada is within 5 minutes' walk of Whale Harbor Marina and entices guests with spa therapy, barbecue grills, and a garden. Located on a private beach, the traditional hotel is 4.9 km from Islamorada.

Location

This Islamorada resort has an oceanfront location around a 10-minute ride from Indian Key State Historic Site, while shopping venues like Lobster Trap Art Gift Shop and Gallery are approximately a 15-minute drive away. Rain Barrel Sculpture Gallery is a popular place to visit, located 4.5 km from the smoke-free Chesapeake Islamorada. The area also includes natural sites like the 45-acre Founders Park, which are within 20 minutes' drive of the oceanfront accommodation.

Rooms

Some of the 45 air-conditioned rooms at Chesapeake Beach Resort are furnished with a wardrobe and a sofa bed, and appointed with a coffee maker. Bathrooms have a walk-in shower, a separate toilet, and a lowered sink, along with a hairdryer and a shower cap. Enjoy views of the garden, while staying at this Islamorada property.

Food & Drinks

The hotel is a walk from Jaws Raw Bar serving American dishes.

Leisure & Activities

Guests can request a tennis court and a play area at extra charge. This Islamorada property has 2 outdoor swimming pools and a fitness room. Also, at the Chesapeake Islamorada, guests can take advantage of a diving centre and a tennis court provided onsite.

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

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 5 Jul 2025
Check-out 6 Jul 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
    917 reviews

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    Select language
    Enter dates to see availability
    From USD 149 per night
    Check-in 5 Jul 2025
    Check-out 6 Jul 2025
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    5 Jul 2025
    6 Jul 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.