Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States - Nearby coral reefs
4.0 88 reviews

The 3-star Chesapeake Beach Resort Islamorada enjoys an oceanfront location merely a 5-minute stroll from Whale Harbor Marina and offers 45 rooms with views of the courtyard. Located on a private beach, the hotel is 3.1 miles from Islamorada.

Location

Cultural sights in the area are History of Diving Museum (0.6 miles) and Rain Barrel Sculpture Gallery (2.8 miles). The traditional Chesapeake Beach Resort will also take you to Indian Key State Historic Site, which is approximately a 10-minute drive away.

Rooms

The rooms at the Islamorada hotel include an air conditioner, as well as media facilities like a flat-screen TV with satellite channels. These air-conditioned rooms comprise a balcony and a seating area. Bathrooms come with a walk-in shower and a separate toilet, along with a hairdryer and shower caps.

Food & Drinks

The Jaws Raw Bar is a short way from the smoke-free Chesapeake Beach Resort Islamorada.

Leisure & Activities

The accommodation offers a tennis court and a playground for an additional fee so you could have extra comfort during your stay. The oceanfront resort has 2 outdoor swimming pools for your convenience.

Why choose Chesapeake Beach Resort Islamorada

Select room
  • Oceanfront venue for events

  • Private beach access available

  • All rooms with private balconies

  • Outdoor pool with ocean views

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
  • 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 26 Feb 2026
Check-out 27 Feb 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

 -  Nearby coral reefs
Attractions
Great restaurants
Transportation

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    Guest reviews of Chesapeake Beach Resort Islamorada

    8.4 Very Good
    802 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 149 per night
    Check-in 26 Feb 2026
    Check-out 27 Feb 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    26 Feb 2026
    27 Feb 2026
    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 cribs provided in a room.