Chesapeake Beach Resort

83409 Overseas Highway, Islamorada, United States - Private beach access
4.0/5
· 88 reviews

Located 12 minutes' walk from History of Diving Museum, the oceanfront Chesapeake Beach Resort Islamorada includes 45 rooms with views of the sea. Offering a lounge bar, the resort also has a heated pool beckoning guests to dive in.

Location

This Islamorada hotel is located on a private beach and offers a private location, 700 feet from Whale Harbor Marina and within easy reach of Wahoo's Bar and Grill restaurant. Lobster Trap Art Gift Shop and Gallery is also located 25 minutes by foot from the Chesapeake Beach Resort Islamorada. Nature lovers will appreciate the vicinity of Windley Harbor, which is miles away. Cultural experiences in the area feature the world-class museum "Florida Keys History and Discovery Center", situated 30 minutes by foot from the accommodation.

Rooms

The rooms at the 3-star Chesapeake Beach Resort provide guests with a flat-screen TV with satellite channels, as well as comforts such as air conditioning. They are decorated with elegant furniture. Bathrooms with a walk-in shower and a separate toilet, also offer a hairdryer and towels.

Food & Drinks

This hotel serves a free continental breakfast daily.

Leisure & Activities

A tennis court and a playground can be provided at a surcharge. The Chesapeake Beach Resort has access to a private beach featuring free Wi-Fi and lounge chairs. Active guests will be interested in boat tours arranged by this accommodation.

Why choose Chesapeake Beach Resort Islamorada

Select room
  • Oceanfront outdoor swimming pool

  • Access to private beach area

  • Water sports rentals available onsite

  • Luxury villas with ocean views

Main amenities

  • Wi-Fi

  • 24-hour services

  • Swimming Pool

  • Private beach

  • Sports activities

  • Wheelchair access

  • Air conditioning

  • Pets

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

Internet

  • 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 3 Jun 2026
Check-out 4 Jun 2026
Guests 2 guests

Adults:

2

Children:

0
All rates verified
How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.

Rooms

Photos of Chesapeake Beach Resort Islamorada

Location of Chesapeake Beach Resort Islamorada

83409 Overseas Highway, Islamorada, United States

 -  Private beach access
Attractions
Great restaurants
Transportation

Places nearby

    Guest reviews of Chesapeake Beach Resort Islamorada

    8.6 Fabulous
    764 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 149 per night
    Check-in 3 Jun 2026
    Check-out 4 Jun 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    All rates verified
    How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.
    Check-in & out
    3 Jun 2026
    4 Jun 2026
    Guests
    2 guests
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    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.