Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States - Near local attractions
4.0 88 reviews

The premium Chesapeake Beach Resort Islamorada is approximately 5 minutes' walk from Whale Harbor Marina and has an outdoor swimming pool and a fitness studio. This 3-star oceanfront resort is located on a private beach, about 100 metres from Wilson Key.

Location

The smoke-free hotel has a private setting 2.8 km from Lobster Trap Art Gift Shop and Gallery, while natural sights like Windley Key Fossil Reef Geological State Park are nearly 25 minutes' walk away. Attractions, located within walking distance of the traditional Chesapeake, include History of Diving Museum. Along with other cultural attractions Rain Barrel Sculpture Gallery is nestled 4.5 km from the accommodation.

Rooms

Some of the 45 premium rooms come with a coffee maker, and essentials such as a ceiling fan, an iron and ironing board. They have a standard interior. Offering a walk-in shower, a lowered sink, and a raised toilet, the bathrooms are also appointed with shower caps and bath sheets. Enjoy views of the pool, while staying at this Islamorada hotel.

Food & Drinks

The grill bar Jaws Raw Bar is at a medium distance from the property.

Leisure & Activities

At the accommodation you may pay for a tennis court and a play area. Spa therapy, barbecue grills, and a garden are also featured at the Chesapeake Islamorada. With a diving centre and a tennis court, guests can stay fit at this Islamorada property.

Why choose Chesapeake Beach Resort Islamorada

Select room
  • Oceanfront venue with scenic views

  • Complimentary water sport rentals available

  • Private beach access for guests

  • Spacious rooms with balconies

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

  • 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 9 Jul 2025
Check-out 10 Jul 2025
Guests 2 guests

Adults:

2

Children:

0

Beautiful Experience

Exceptional stay! The staff's warmth and ocean view from the balcony made our mornings unforgettable.

Nicholas A. stayed in June 2024

Fantastic Location

Conveniently located by the marina and beach, our family loved the spacious room with awesome views.

Edward B. stayed in July 2024

Joyful Memories

Our reunion here was perfect! Friendly staff and stunning ocean sights made it so special for us all.

Rosie C. stayed in August 2024

True Paradise

This resort exceeded my hopes! Every sunrise on the balcony was a breathtaking memory in the making.

Eric D. stayed in September 2024

Wonderful Hospitality

Outstanding service and a relaxed vibe made this an unforgettable getaway! We can't wait to return.

Steven E. stayed in October 2024

Summary:

4.0/5 88 reviews
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

 -  Near local attractions
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    Guest reviews of Chesapeake Beach Resort Islamorada

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    913 reviews

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    Select language
    Enter dates to see availability
    From USD 149 per night
    Check-in 9 Jul 2025
    Check-out 10 Jul 2025
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    9 Jul 2025
    10 Jul 2025
    Guests
    2 guests
    Contact Us
    Chesapeake Beach Resort
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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.