Islamorada Accommodations

Experience Rooms and Suites with Oceanfront Views

Accommodations at the Chesapeake Beach Resort provide the ideal blend of comfort, refreshment, and serene tranquility. Select one of our 65 guest rooms and suites featuring tropical decors and private balconies with amazing views of the deep-blue waters or our tropical gardens.

Book one of our standard rooms with ocean or garden views for a supremely relaxing experience. Want to take your vacation to an even higher level? Spread out in one of our spacious villas, complete with fully equipped kitchens. All of our accommodations provide complimentary Wi-Fi, in-room coffee, refrigerators and flat-screen HDTVs.

On-Property Amenities 

  • Room service
  • Breakfast buffet
  • Two heated oceanfront pools
  • Oceanfront hot-water spa
  • Tennis and shuffleboard court
  • Tiki Hut observation deck
  • Children’s playground
  • Deep-water and backcountry fishing charters
  • Hobie Cat sailing
  • Kayaking
  • Bicycles
  • Pedal boating
  • Charcoal grills
  • Jewelry and gift shop

 

    Our 13 luxurious villas offer the discerning traveler all the perks of home in a spectacular setting of tropical splendor. From the fully-equipped… Learn More

    Villas

    From $ 199 /night
    Book one of our Garden View rooms for a supremely relaxing experience offering exceptional views of our lovely tropical gardens. These spacious… Learn More

    Garden View Accommodations

    From $ 179 /night
    Deluxe Accommodations offer more spacious accommodations with all of our deluxe guest comforts. They also feature a balcony overlooking our… Learn More

    Deluxe Accommodations

    From $ 219 /night
    Even more spacious than our Deluxe Accommodations, Premium Ocean View rooms offer a king bed or two double beds with all of our deluxe amenities.… Learn More

    Premium Ocean View Accommodations

    From $ 249 /night
    Our most popular accommodations, Premium Ocean View Suites are brimming with luxury and comfort. They feature exceptional amenities including… Learn More

    Premium Ocean View Suites

    From $ 299 /night
  • Villas

    Our 13 luxurious villas offer the discerning traveler all the perks of home in a spectacular setting of tropical splendor. From the fully-equipped kitchens to indulgent bathroom amenities, you’ll find we have anticipated your every need.

    In-Room Amenities

    • Fully equipped kitchens
    • Ocean or garden views
    • Private terrace (in some rooms)
    • Tropical bath amenities
    • Curved shower rods
    • Hair dryer
    • Iron/ironing board
    • Coffee maker
    • Remote-control cable television
    • Flat-screen TV
    • Wireless Internet connection
    • Independent heating and air conditioning
    • Black-out drapes and sheers
    • Telephones with free local calls
    • Bottled water, delivered daily to each room
    • Private room safe
    • Room service
    • Side chair
  • Garden View Accommodations

    Book one of our Garden View rooms for a supremely relaxing experience offering exceptional views of our lovely tropical gardens. These spacious rooms feature two double beds and screened balconies with table and chairs.

    In-Room Amenities 

    • Two double beds
    • Screened balconies
    • Balcony table and chairs
    • Flat-screen TV
    • Wireless Internet connection
    • Independent heating and air conditioning
    • Mini refrigerator
    • Coffee maker
    • Tropical bath amenities
    • Curved shower rods
    • Hair dryer
    • Iron/ironing board
    • Black-out drapes and sheers
    • Telephones with free local calls
    • Bottled water, delivered daily to each room
    • Private room safe
    • Room service
    • Side chair
  • Deluxe Accommodations

    Deluxe Accommodations offer more spacious accommodations with all of our deluxe guest comforts. They also feature a balcony overlooking our heated pool and beach area with a view of the ocean.

    In-Room Amenities

    • One king size bed or two double beds
    • Balcony table and chairs
    • Flat-screen TV
    • Wireless Internet connection
    • Independent heating and air conditioning
    • Mini refrigerator
    • Coffee maker
    • Tropical bath amenities
    • Curved shower rods
    • Hair dryer
    • Iron/ironing board
    • Black-out drapes and sheers
    • Telephones with free local calls
    • Bottled water, delivered daily to each room
    • Private room safe
    • Room service
    • Side chairs   
  • Premium Ocean View Accommodations

    Even more spacious than our Deluxe Accommodations, Premium Ocean View rooms offer a king bed or two double beds with all of our deluxe amenities. These lovely rooms feature a full view of the sparkling ocean and our lagoon orbeach area.

    In-Room Amenities

    • One king-size bed or two double beds
    • Expanded tropical bath amenities
    • Curved shower rods
    • Hair dryer
    • Iron/ironing board
    • Screened balconies
    • Balcony table and chairs
    • Flat-screen TV
    • Wireless Internet connection
    • Independent heating and air conditioning
    • Mini refrigerator
    • Coffee maker
    • Side chair
    • Black-out drapes and sheers
    • Telephones with free local calls
    • Bottled water, delivered daily to each room
    • Private room safe
    • Room service
    • Side chairs
  • Premium Ocean View Suites

    Our most popular accommodations, Premium Ocean View Suites are brimming with luxury and comfort. They feature exceptional amenities including a private Jacuzzi tub, and kitchenette, as well as spectacular ocean views from the balconies.

    In-Room Amenities

    • Bedroom with a king-size bed
    • Flat-screen TV
    • Private Jacuzzi bathtub
    • Dining table
    • Completely furnished kitchenette
    • Expanded tropical bath amenities
    • Two full bathrobes
    • Queen-size sleeper sofa and side chairs
    • Flat-screen TV in living area
    • Balconies
    • Balcony table and chairs
    • Expanded tropical bath amenities
    • Curved shower rods
    • Hair dryer
    • Iron/ironing board
    • Wireless Internet connection
    • Independent heating and air conditioning
    • Black-out drapes and sheers
    • Telephones with free local calls
    • Bottled water, delivered daily to each room
    • Private room safe
    • Room service