Luxe hotels

Chesapeake Beach Resort Islamorada

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Islamorada
Oct 04, 2026 - Oct 05, 2026
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Contact Information

✉️ info@chesapeake-resort.com

🔗 Website

13056644662

📍 83409 Overseas Highway

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Overview

Rooms

Reviews

Location

Chesapeake Beach Resort Review

Chesapeake Beach Resort Islamorada is a comfortable 3-star property set at a 2.9 km distance from Upper Matecumbe Key Island and around 25 minutes on foot from Windley Key Fossil Reef Geological State Park. The resort is placed 10 minutes' drive from Hurricane Monument, and provides guests with a Jacuzzi and an outdoor swimming pool.

A daily continental breakfast is served in the morning for guests of the Chesapeake Beach Resort Islamorada. Wahoo's Bar and Grill Restaurant is a short distance to this comfortable property.

Whale Harbor Marina is located within a 5-minute walk of the accommodation, and such natural sites as Windley Key Island is 5 minutes away by car. Cultural sights in the area include History of Diving Museum, which is a mere 12 minutes' walk away.

You will find yourself surrounded by tropical trees. The area offers shopping experience such as Lobster Trap Art Gift Shop and Gallery within 5 minutes' drive of the premium Chesapeake Beach Resort.

Some of the premium rooms of the property face the patio, and comprise an adjoining terrace and a balcony. Certain units feature standard interior along with marble flooring. Offering such amenities as complimentary toiletries and shower caps, the bathrooms also include a walk-in shower and a separate toilet.

At the accommodation a tennis court and an outdoor pool are available for an extra charge. The traditional Chesapeake Beach Resort also includes a heated swimming pool and a fitness studio. A selection of such activities as tennis and fishing is offered on site or in the area.

Key Features

  • 2 swimming pools
  • free parking
  • beachfront
  • free wifi
  • non-smoking rooms
  • facilities for disabled guests
  • private beach area
  • very good breakfast

Rooms

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4 guests maximum, of which 4 adults maximum
Deluxe King Suite Suite
Size: 55 m2
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4 guests maximum, of which 2 adults maximum
Ocean View King Double
Size: 32 m2
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4 guests maximum, of which 4 adults maximum
Ocean View Two Queens Double
Size: 32 m2
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4 guests maximum, of which 2 adults maximum
ADA Ocean View King Single
Size: 34 m2
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4 guests maximum, of which 4 adults maximum
Standard Double Room Double
Size: 25 m2
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4 guests maximum, of which 2 adults maximum
ADA Deluxe Ocean View King Suite
Size: 34 m2
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Amenities

Amenities

  • Flat-screen TV
  • AM/FM alarm clock

Rooms

  • Air conditioning
  • Heating
  • Sitting area
  • Garden furniture
  • Dining table

Dining facilities

  • Snack bar
  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Shops/Commercial services
  • Welcome drink

Relax

  • Heated swimming pool
  • Outdoor swimming pool
  • Beach access
  • Sun loungers
  • Live entertainment
  • Pool with view
  • Shallow end
  • Yoga class
  • Fishing

Activities for Kids

  • Board games

Reviews

  • Cleanliness 9/10
  • Comfort 8.9/10
  • Facilities 8.6/10
  • Free WiFi 8.5/10
  • Location 9/10
  • Value for money 7.9/10
  • Staff 8.6/10
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Location

Policy

  • Check-in: from 16:00 until 23:00
  • Check-out: from 07:00 until 11:00